Compound characterization data — Sasaki et al., 2026

Kanaru Sasaki, Bartłomiej Szarłan, Takashi Fujihara, Hiroki Shigehisa. “Photoredox/cobalt-catalyzed cascade rearrangement-cyclization of alkene.” ChemRxiv (2026). https://doi.org/10.26434/chemrxiv.15007882/v1

1a
TLC (AcOEt/hexane 20 %)	Rf = 0.45
¹H NMR (500 MHz, CDCl₃)	δ 7.25–7.29 (m, 4H), 7.18–7.20 (m, 6H), 6.44 (dd, 1H J = 17, 10 Hz), 5.19 (d, 1H J = 10 Hz), 4.83 (d, 1H, J = 17 Hz), 3.60 (t, 2H, J = 7 Hz), 2.31–2.34 (m, 2H), 1.37–1.43 (m, 2H), 1.27 (s, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 146.7, 144.5, 128.4, 127.9, 126.0, 114.2, 63.4, 53.3, 34.8, 28.3
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₄NO 270.1852; found 270.1851

1b-SM
TLC (AcOEt/hexane 20 %)	Rf = 0.30
Melting point	121.2–127.6 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.12 (d, 4H, J = 9 Hz), 6.86 (d, 4H, J = 9 Hz), 4.28 (t, 2H, J = 7 Hz), 3.80 (s, 6H), 2.62 (t, 2H J = 7 Hz), 1.90–1.96 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 174.0, 158.5, 134.3, 129.1, 113.7, 68.7, 56.0, 55.2, 32.4, 19.8
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₄NO₄ 330.1701; found 330.1700

1b
TLC (AcOEt/hexane 30 %)	Rf = 0.40
¹H NMR (500 MHz, CDCl₃)	δ 7.01 (d, 4H, J = 10 Hz), 6.81 (d, 4H, J = 10 Hz), 6.37–6.43 (m 1H), 5.17 (d, 1H, J = 11 Hz), 4.80 (d, 1H, J = 18 Hz), 3.79 (s, 6H), 3.60 (t, 2H, J = 7 Hz), 2.25–2.28 (m, 2H), 1.38–1.44 (m, 2H), 1.21–1.28 (brs, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 157.6, 145.0, 138.9, 129.4, 113.7, 113.2, 63.4, 55.2. 52.1, 35.2, 28.4
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₀H₂₈NO₃ 330.2064; found 330.2061

1c-SM
TLC (AcOEt/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.30 (d, 4H, J = 9 Hz), 7.13 (d, 4H, J = 9 Hz), 4.32 (t, 2H, J = 7 Hz), 2.62 (t, 2H, J = 7 Hz), 1.88–1.94 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 172.5, 140.3, 133.4, 129.4, 128.6, 69.2, 56.4, 32.4, 19.6
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₁₈Cl₂NO₂ 338.0709; found 338.0712

1c
TLC (AcOEt/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.25 (d, 4H, J = 9 Hz), 7.10 (d, 4H, J = 9 Hz), 6.36 (dd, 1H, J = 18, 7 Hz), 5.23 (d, 1H, J = 11 Hz), 4.80 (d, 1H, J = 18 Hz), 3.60 (t, 2H, J = 7 Hz), 2.26–2.29 (m, 2H), 1.33–1.39 (m, 2H), 1.31 (brs, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 144.7, 143.5, 132.1, 129.75, 129.72, 128.2, 115.1, 63.1, 52.7, 35.0, 28.1
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂Cl₂NO 338.1073; found 338.1071

1d-SM
TLC (AcOEt/hexane 30 %)	Rf = 0.50
Melting point	119.4–122.0 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.16–7.19 (m, 4H), 7.01–7.05 (m, 4H), 4.33 (t, 2H, J = 7 Hz), 2.64 (t, 2H, J = 7 Hz), 1.91–1.96 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 173.0, 161.9 (d, J = 248 Hz), 137.9 (d, J = 4 Hz), 129.7 (d, J = 8 Hz), 115.4 (d, J = 22 Hz), 69.1, 56.3, 32.8, 19.7
¹⁹F NMR (471 MHz, CDCl₃)	δ −114.83–−114.77 (m)
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₁₈F₂NO₂ 306.1300; found 306.1302

1d
TLC (AcOEt/hexane 20 %)	Rf = 0.25
¹H NMR (500 MHz, CDCl₃)	δ 7.11–7.15 (m, 4H), 6.94–6.99 (m, 4H), 6.39 (dd, 1H, J = 18, 11 Hz), 5.21 (dd, 1H, J = 11, 1 Hz), 4.79 (d, 1H, J = 18, 1 Hz), 3.61 (t, 2H, J = 7 Hz), 2.27–2.30 (m, 2H), 1.35–1.41 (m, 3H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 161.1 (d, J = 246 Hz), 144.1, 142.2 (d, J = 4 Hz), 129.9 (d, J = 7 Hz), 114.8 (d, J = 21 Hz), 114.7, 63.1, 52.4, 35.4, 28.1
¹⁹F NMR (471 MHz, CDCl₃)	δ −116.93–−116.87 (m)
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₁₉F₂O 289.1398; found 289.1397

1e-SM
TLC (AcOEt/hexane 40 %)	Rf = 0.50
Melting point	149.6–155.5 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.26–7.31 (m, 2H), 7.23 (d, 2H, J = 8 Hz), 7.17 (d, 2H, J = 8 Hz), 7.12 (t, 2H, J = 8 Hz), 4.68 (t, 2H, J = 6 Hz), 2.11–2.13 (m, 2H), 1.92–1.97 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 172.0, 150.7, 128.6, 127.3, 126.0, 123.5, 117.0, 116.9, 71.5, 49.1, 39.6, 19.3
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₁₈NO₃ 284.1281; found 284.1285

1e
TLC (AcOEt/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.20–7.24 (m, 4H), 7.04–7.07 (m, 4H), 6.14 (dd, 1H, J = 18, 11 Hz), 5.26–5.29 (m, 2H), 3.44 (t, 2H, J = 7 Hz), 2.01–2.04 (m, 2H), 1.15–1.21 (m, 2H), 1.08 (brs, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 151.2, 145.3, 128.3, 127.9, 124.8, 123.1, 116.2, 112.7, 62.9, 44.4, 38.5, 27.9
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂NO₂ 284.1645; found 284.1643

1f-SM
TLC (AcOEt/hexane 30 %)	Rf = 0.50
Melting point	236.5–238.2 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.76 (d, 2H, J = 8 Hz), 7.54 (d, 2H, J = 8 Hz), 7.42 (t, 2H, J = 8 Hz), 7.33 (td, 2H, J = 8, 1 Hz), 4.78 (t, 2H, J = 6 Hz), 2.31–2.36 (m, 2H), 2.25–2.27 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 171.3, 148.2, 140.5, 128.4, 127.8, 123.6, 120.5, 71.5, 57.6, 33.9, 21.1
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₁₈NO₂ 268.1332; found 268.1335

1f
TLC (AcOEt/hexane 30 %)	Rf = 0.50
Melting point	110.3–111.6 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.74 (d, 2H, J = 8 Hz), 7.35–7.38 (m, 4H), 7.30–7.33 (m, 2H), 6.01 (dd, 1H, J = 18, 11 Hz), 5.16 (dd, 1H, J = 18, 1 Hz), 5.04 (dd, 1H, J = 11, 1 Hz), 3.38 (t, 2H, J = 7 Hz), 2.19–2.22 (m, 2H) 1.16 (s, 1H), 0.90–0.96 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 148.8, 142.0, 140.6, 127.32, 127.29, 124.0, 120.0, 112.3, 62.9, 57.1, 33.4, 27.1
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂NO 268.1696; found 268.1698

1g-SM
TLC (AcOEt/hexane 20 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.21 (d, 2H, J = 8 Hz), 7.13 (d, 2H, J = 8 Hz), 4.25 (dt, 1H, 12, 6 Hz), 4.08–4.12 (m, 1H), 2.45–2.49 (m, 1H), 2.45 (d, 2H, J = 8 Hz), 1.93–2.00 (m, 1H), 1.76–1.92 (m, 3H), 1.54 (s, 3H), 0.89 (d, 6H, J = 6 Hz)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 175.7, 140.6, 139.7, 129.6, 125.2, 68.4, 47.8, 44.8, 32.4, 30.1, 28.8, 22.3, 19.8
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₆H₂₆NO₂ 264.1958; found 264.1961

1g
TLC (AcOEt/hexane 30 %)	Rf = 0.75
¹H NMR (500 MHz, CDCl₃)	δ 7.21 (d, 2H, J = 8 Hz), 7.07 (d, 2H, J = 8 Hz), 6.03 (dd, 1H, J = 18, 11 Hz), 5.03–5.11 (m, 2H), 3.59 (t, 2H, J = 7 Hz), 2.44 (d, 2H, J = 7 Hz), 1.80–1.88 (m, 2H), 1.72–1.78 (m, 1H), 1.21–1.52 (m, 3H), 1.37 (s, 3H), 0.90 (d, 6H, J = 7 Hz)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 147.0, 144.4, 139.1, 128.8, 126.2, 111.6, 63.5, 44.9, 43.6, 37.0, 30.2, 28.0, 24.9, 22.4
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₃₀NO 264.2322; found 264.2319

1h-SM
TLC (AcOEt/hexane 30 %)	Rf = 0.47
Melting point	123.9–126.8 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.75 (d, 1H, J = 9 Hz), 7.71 (d, 1H, J = 9 Hz), 7.66 (d, 1H, J = 2 Hz), 7.41 (dd, 1H, J = 9, 2 Hz), 7.16 (dd, 1H, J = 9, 2 Hz), 7.12 (d, 1H, J = 2 Hz), 4.25–4.30 (m, 1H), 4.11–4.16 (m, 1H), 3.92 (s, 3H), 2.56–2.61 (m, 1H), 2.01–2.08 (m, 1H), 1.89–1.97 (m, 1H), 1.80–1.87 (m, 1H), 1.62 (s, 3H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 175.6, 157.9, 137.5, 133.5, 129.5, 128.8, 127.7, 124.3, 123.9, 119.3, 105.4, 68.4, 55.3, 48.2, 32.4, 28.7, 19.8
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₂₂NO₃ 288.1594; found 288.1596

1h
TLC (AcOEt/hexane 30 %)	Rf = 0.50
Melting point	52.5–60.2 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.66–7.71 (m, 3H), 7.44 (dd, 1H, J = 9, 2 Hz), 7.11–7.14 (m, 2H), 6.11 (dd, 1H, J = 18, 11 Hz), 5.09–5.16 (m, 2H), 3.91 (s, 3H), 3.59 (t, 2H, J = 7 Hz), 1.95 (td, 1H, J = 13, 5 Hz), 1.85 (td, 1H, J = 13, 5 Hz), 1.49–1.55 (m, 1H) 1.47 (s, 3H), 1.34–1.43 (m, 1H), 1.29 (s, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 157.4, 146.8, 142.2, 132.8, 129.4, 128.7, 126.5, 126.1, 124.6, 118.6, 112.0, 105.4, 63.4, 55.3, 43.9, 36.8, 28.0, 24.9
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₅NO₂ 288.1958; found 288.1960

1i-SM
TLC (AcOEt/hexane 20 %)	Rf = 0.48
Melting point	96.8–98.4 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.32–7.35 (m, 2H), 7.28–7.30 (m, 1H), 7.23–7.25 (m, 2H), 7.14–7.18 (m, 3H), 6.86–6.87 (m, 2H), 4.05–4.10 (m, 1H), 3.87–3.92 (m, 1H), 3.35 (d, 1H, J = 14 Hz), 3.15 (d, 1H, J = 14 Hz), 2.36–2.41 (m, 1H), 1.92–1.99 (m, 1H), 1.80–1.88 (m, 1H), 1.70–1.78 (m, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 174.4, 139.5, 136.4, 130.9, 128.7, 127.7, 127.4, 126.5, 126.4, 67.5, 52.2, 47.2, 27.0, 19.2
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂NO₂ 284.1645; found 284.1648

1i
TLC (AcOEt/hexane 30 %)	Rf = 0.55
¹H NMR (500 MHz, CDCl₃)	δ 7.25–7.29 (m, 2H), 7.18–7.22 (m, 3H), 7.08–7.15 (m, 3H), 6.76–6.78 (m, 2H), 6.00 (dd, 1H, J = 17, 11 Hz), 5.25 (d, 1H, J = 11 Hz), 5.10 (d, 1H, J = 17 Hz), 3.58 (t, 2H, J = 6 Hz), 3.04–3.10 (m, 2H), 1.70–1.81 (m, 2H), 1.49–1.55 (m, 2H), 1.26 (s, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.0, 144.9, 137.8, 130.6, 127.9, 127.8, 127.4, 126.05, 125.98, 113.4, 63.4, 48.4, 44.7, 32.0, 27.9
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₆NO 284.2009; found 284.2009

1j-SM
TLC (AcOEt/hexane 40 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.14–7.16 (m, 2H), 7.07–7.09 (m, 2H), 4.52–4.55 (m, 2H), 2.86–2.92 (m, 1H), 2.76–2.82 (m, 1H), 2.30 (td, 1H, J = 14, 3 Hz), 2.10–2.19 (m, 2H), 2.00–2.09 (m, 2H), 1.89–1.97 (m, 2H), 1.77–1.86 (m, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 176.3, 139.9, 136.3, 129.5, 128.2, 126.7, 126.2, 70.6, 47.8, 36.1, 34.3, 29.2, 20.3, 18.3
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₄H₁₇O₂ 217.1223; found 217.1225

1j
TLC (AcOEt/hexane 30 %)	Rf = 0.55
¹H NMR (500 MHz, CDCl₃)	δ 7.20 (d, 1H, J = 8 Hz), 7.11–7.14 (m, 1H), 7.06–7.11 (m 2H), 5.95 (dd, 1H, J = 18, 11 Hz), 5.03 (dd, 1H, J = 18, 1 Hz), 4.67 (dd, 1H, J = 11, 1 Hz), 3.60 (t, 2H, J = 7 Hz), 2.75 (t, 2H, J = 6 Hz), 1.89 (td, 1H, J = 14, 5 Hz) 1.71–1.84 (m, 5H) 1.52–1.60 (m, 1H), 1.34–1.42 (m, 1H), 1.31 (brs, 1H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 147.7, 140.5, 137.7, 129.2, 128.2, 125.6, 125.5, 113.0, 63.5, 43.9, 36.8, 33.0, 30.4, 27.7, 19.1
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₅H₂₄NO 234.1852; found 234.1854

1k-SM
TLC (AcOEt/hexane 20 %)	Rf = 0.55
¹H NMR (500 MHz, CDCl₃)	δ 9.64 (brt, 1H), 7.28–7.31 (m, 4H), 7.18–7.23 (m, 6H), 6.40 (dd, 1H, J = 18, 11 Hz), 5.24 (dd, 1H, J = 11, 1 Hz), 4.87 (dd, 1H, J = 18, 1 Hz), 2.61–2.64 (m, 2H), 2.32–2.35 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 201.8, 146.0, 143.7, 128.3, 128.2, 126.3, 114.5, 52.9, 40.2, 30.1
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂NO 268.1696; found 268.1698

1k
TLC (AcOEt/hexane 20 %)	Rf = 0.40
¹H NMR (500 MHz, CDCl₃)	δ 7.25–7.29 (m, 4H), 7.17–7.21 (m, 6H), 6.45 (dd, 1H, J = 17, 11 Hz), 5.20 (dd, 1H, J = 11, 1 Hz), 4.78 (dd, 1H, J = 17, 1 Hz), 3.57 (t, 2H, J = 7 Hz), 2.26–2.29 (m, 2H), 1.53–1.58 (m, 2H), 1.16–1.27 (m, 3H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 146.8, 144.6, 128.4, 127.9, 125.9, 114.2, 62.7, 53.7, 38.6, 33.4, 21.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₆NO 284.2009; found 284.2012

1l-SM
TLC (AcOEt/hexane 30 %)	Rf = 0.50
Melting point	162.0–164.0 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.28–7.32 (m, 6H), 7.19–7.24 (m, 2H), 7.13–7.15 (m, 4H), 7.10 (d, 1H, J = 8 Hz), 7.06 (d, 1H, J = 7 Hz), 5.03 (s, 2H), 3.89 (s, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 174.1, 142.7, 137.0, 133.9, 130.1, 128.9, 128.3, 128.2, 127.7, 127.4, 126.9, 70.9, 62.0, 42.7
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₂H₂₂NO₂ 332.1645; found 332.1646

1l
TLC (AcOEt/hexane 30 %)	Rf = 0.60
Melting point	162.0–164.0 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.25–7.31 (m, 6H), 7.21–7.24 (m, 2H), 7.15–7.19 (m, 5H), 6.97 (t, 1H, J = 8 Hz), 6.63 (d, 1H, J = 8 Hz), 6.31 (dd, 1H, J = 18, 11 Hz), 5.23 (d, 1H, J = 11 Hz), 4.65 (d, 1H, J = 18 Hz), 4.38 (d, 2H, J = 5 Hz), 3.69 (s, 2H), 1.24 (t, 1H, J = 6 Hz)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.9, 144.2, 140.3, 135.6, 131.3, 129.3, 128.3, 127.7, 126.9, 126.7, 126.3, 116.3, 63.1, 55.2, 41.7
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₃H₂₆NO 332.2009; found 332.2006

1n-SM1
TLC (CH₂Cl₂/hexane 30 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.30 (t, 4H, J = 8 Hz), 7.22 (t, 2H, J = 8 Hz), 7.17 (d, 4H, J = 8 Hz), 6.37 (dd, 1H, J = 18, 11 Hz), 5.26 (d, 1H, J = 11 Hz), 4.90 (d, 1H, J = 18 Hz), 2.91 (s, 4H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.2, 143.2, 128.25, 128.15, 126.4, 114.5, 56.0, 43.7
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₇H₁₈I 349.0448; found 349.0450

1n-SM2
TLC (AcOEt/hexane 10 %)	Rf = 0.45
¹H NMR (500 MHz, CDCl₃)	δ 7.32 (t, 4H, J = 8 Hz), 7.25 (t, 2H J = 8 Hz), 7.15 (d, 4H, J = 8 Hz), 6.38 (dd, 1H, J = 18, 11 Hz), 5.29 (d, 1H, J = 11 Hz), 4.91 (d, 1H, J = 18 Hz), 2.67–2.70 (m, 2H), 2.10–2.13 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 144.8, 142.5, 128.4, 128.0, 126.7, 120.0, 115.0, 52.9, 34.2, 13.4
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₁N₂ 265.1699; found 265.1701

1n
TLC (AcOEt/hexane 20 %)	Rf = 0.40
Melting point	79.3–81.0 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.71 (d, 2H, J = 8 Hz), 7.22–7.28 (m, 6H), 7.17 (t, 2H, J = 8 Hz), 7.09 (d, 4H, J = 7 Hz), 6.34 (dd, 1H, J = 17, 11 Hz), 5.15 (d, 1H, J = 11 Hz), 4.73 (d, 1H, J = 17 Hz), 4.50 (brt, 1H), 2.86–2.90 (m, 2H), 2.41 (s, 3H), 2.18–2.21 (m, 2H) 1.22–1.28 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 158.7, 146.2, 144.0, 129.3, 128.2, 128.1, 126.3, 120.6, 114.4, 65.0, 52.2, 37.5
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₅H₃₁N₂O₂S 423.2101; found 423.2104

1o
TLC (CH₂Cl₂/hexane 60 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.26–7.29 (m, 4H), 7.15–7.21 (m, 6H), 6.40 (dd, 1H, J = 18, 11 Hz), 5.20 (d, 1H, J = 11 Hz), 4.82 (d, 1H, J = 18 Hz), 2.85 (t, 2H, J = 8 Hz), 2.30–2.33 (m, 2H), 2.31 (s, 3H), 1.39–1.43 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 195.8, 146.5, 144.3, 128.4, 128.0, 126.0, 114.3, 53.4, 37.7, 30.6, 29.6, 24.9
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₀H₂₆NOS 328.1730; found 328.1727

1p
TLC (AcOEt/hexane 20 %)	Rf = 0.30
Melting point	105.2–108.4 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.27–7.31 (m, 4H), 7.17–7.22 (m, 6H), 6.39 (dd, 1H, J = 18, 11 Hz), 5.24 (d, 1H, J = 11 Hz), 4.91 (d, 1H, J = 18 Hz), 2.61–2.65 (m, 2H), 2.18–2.21 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 179.7, 145.9, 143.5, 128.3, 128.2, 126.3, 114.5, 52.9, 32.8, 30.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂NO₂ 284.1645; found 284.1644

1q-SM
TLC (CH₂Cl₂/hexane 60 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.30 (t, 4H, J = 8 Hz), 7.22 (t, 2H, J = 8 Hz), 7.18 (d, 4H, J = 8 Hz), 6.42 (dd, 1H, J = 18, 11 Hz), 5.24 (d, 1H, J = 11 Hz), 4.86 (d, 1H, J = 18 Hz), 2.39–2.42 (m, 2H), 2.27 (t, 2H, J = 7 Hz), 1.48–1.51 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 146.0, 143.8, 128.2, 128.1, 126.3, 119.6, 114.5, 53.2, 37.5, 21.1, 17.6
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₃N₂ 279.1856; found 279.1854

1q
TLC (AcOEt/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.71 (d, 2H, J = 8 Hz), 7.27–7.30 (m, 6H), 7.20 (t, 2H, J = 8 Hz), 7.13 (d, 4H, J = 8 Hz), 6.39 (dd, 1H, J = 18, 11 Hz), 5.19 (d, 1H, J = 11 Hz), 4.75 (d, 1H, J = 18 Hz), 4.36 (brt, 1H), 2.87 (q, 2H, J = 7 Hz), 2.43 (s, 3H), 2.16–2.19 (m, 2H) 1.41–1.47 (m, 2H), 1.05–1.11 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 146.5, 144.4, 143.3, 136.8, 129.7, 128.3, 127.9, 127.0, 126.0, 114.2, 53.5, 43.0, 38.2, 30.2, 21.8, 21.5
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₆H₃₃N₂O₂S 437.2257; found 437.2256

1r-SM
TLC (CH₂Cl₂/hexane 70 %)	Rf = 0.70
¹H NMR (500 MHz, CDCl₃)	δ 7.21–7.29 (m, 6H), 7.15–7.20 (m, 6H), 7.00 (td, 1H, J = 8, 2 Hz), 6.65 (d, 1H, J = 7 Hz), 6.30 (dd, 1H, J = 18, 10 Hz), 5.23 (dd, 1H, J = 10, 1 Hz), 4.66 (dd, 1H, J = 18, 1 Hz), 3.98 (s, 2H), 3.65 (s, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.7, 143.7, 136.2, 135.0, 131.8, 129.3, 129.2, 127.8, 127.6, 126.7, 126.4, 116.5, 55.1, 52.7, 42.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₃H₂₅N₄ 357.2074; found 357.2077

1r
TLC (AcOEt/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.69 (d, 2H, J = 8 Hz), 7.29 (d, 2H, J = 8 Hz), 7.21–7.24 (m, 6H), 7.09–7.10 (m, 2H), 7.05–7.07 (m, 4H), 6.95–6.99 (m, 1H), 6.66 (d, 1H, J = 8 Hz), 6.24 (dd, 1H, J = 17, 11 Hz), 5.19 (d, 1H, J = 11 Hz), 4.60 (d, 1H, J = 17 Hz), 4.12 (brt, 1H), 3.66 (d, 2H, J = 7 Hz), 3.49 (s, 2H), 2.42 (s, 3H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.5, 144.0, 143.4, 136.5, 136.1, 135.6, 131.6, 129.7, 129.4, 129.3, 127.7, 127.3, 127.2, 126.9, 126.3, 116.4, 55.1, 44.7, 41.8, 21.5
HRMS (DART)	m/z: [M+H]⁺ calcd for C₃₀H₃₀NO₂S 468.1992; found 468.1992

1s-SM
TLC (CH₂Cl₂/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.31 (t, 4H, J = 8 Hz), 7.23 (t, 2H, J = 8 Hz), 7.18 (d, 4H, J = 8 Hz), 6.41 (dd, 1H, J = 17, 11 Hz), 5.26 (d, 1H, J = 11 Hz), 4.89 (d, 1H, J = 17 Hz), 3.08–3.11 (m, 2H), 2.57–2.61 (m, 2H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.7, 143.5, 128.2, 128.1, 126.5, 126.4, 114.6, 52.3, 48.2, 37.3
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₇H₁₈N₃ 264.1495; found 264.1495

1s
TLC (AcOEt/hexane 20 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.62 (d, 2H, J = 8 Hz), 7.23–7.26 (m, 6H), 7.18–7.21 (m, 2H), 7.09 (d, 4H, J = 8 Hz), 6.30 (dd, 1H, J = 18, 11 Hz), 5.18 (d, 1H, J = 11 Hz), 4.83 (d, 1H, J = 18 Hz), 4.25 (brd, 1H), 2.79–2.83 (m, 2H), 2.44–2.48 (m, 2H), 2.41 (s, 3H)
¹³C {¹H} NMR (126 MHz, CDCl₃)	δ 145.7, 143.5, 143.3, 136.9, 129.6, 128.2, 128.0, 127.0, 126.3, 114.4, 52.5, 39.9, 38.4, 21.5
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₄H₂₆NO₂S 392.1679; found 392.1679

2aa
TLC (CH₂Cl₂/hexane 40 %)	Rf = 0.50
Melting point	75.8–77.5 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.37 (d, 2H, J = 8 Hz), 7.32 (t, 2H, J = 8 Hz), 7.28–7.29 (m, 4H), 7.22–7.24 (m, 2H), 3.77–3.84 (m, 2H), 3.10 (q, 1H, J = 7 Hz), 1.97–2.06 (m, 2H), 1.48–1.55 (m, 1H), 1.29–1.37 (m, 1H), 1.12 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 147.0, 143.7, 129.5, 127.75, 127.66, 126.24, 126.18, 125.7, 89.2, 67.8, 49.7, 37.0, 25.4, 17.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₄NO 270.1852; found 270.1853

2ab
TLC (CH₂Cl₂/hexane 40 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.18–7.21 (m, 2H), 7.11–7.17 (m, 6H), 6.97–6.99 (m, 2H), 3.94 (q, 1H, J = 6 Hz), 3.78 (q, 1H, J = 6 Hz), 3.17 (q, 1H, J = 7 Hz), 2.22–2.27 (m, 1H), 2.12–2.17 (m, 1H), 1.80–1.88 (m, 1H), 1.62–1.71 (m, 1H), 1.27 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 144.3, 143.1, 129.3, 127.3, 127.1, 126.8, 126.2, 126.0, 89.2, 67.3, 49.3, 35.8, 25.4, 16.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₄NO 270.1852; found 270.1855

2ba
TLC (AcOEt/hexane 20 %)	Rf = 0.55
Melting point	117.0–118.1 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.22 (d, 2H, J = 9 Hz), 7.14 (d, 2H, J = 9 Hz), 6.85 (d, 2H, J = 9 Hz), 6.81 (d, 2H, J = 9 Hz), 3.81 (s, 3H), 3.80 (s, 3H), 3.78 (t, 2H, J = 7 Hz), 3.01 (q, 1H, J = 7 Hz), 1.93–2.04 (m, 2H), 1.50–1.57 (m, 1H), 1.37–1.44 (m, 1H), 1.10 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 158.0, 157.9, 138.7, 135.9, 130.3, 126.9, 113.0, 89.1, 67.7, 55.2, 55.1, 49.0, 36.8, 25.4, 17.1
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₀H₂₅O₃ 313.1798; found 313.1800
Single-crystal XRD	CCDC 2474106; identification code CGE33059A_01; empirical formula C₂₀H₂₄O₃; formula weight 312.39; temperature 150(2) K; wavelength 0.71073 Å; monoclinic; space group P2₁/c; a = 13.7766(5) Å, α = 90°; b = 7.3256(3) Å, β = 95.6750(10)°; c = 16.6465(6) Å, γ = 90°; volume 1671.76(11) Å³; Z = 4; density (calculated) 1.241 Mg/m³; absorption coefficient 0.082 mm⁻¹; F(000) = 672; crystal size 0.260 × 0.240 × 0.210 mm³; theta range for data collection 2.459 to 27.504°; index ranges −17<=h<=17, −9<=k<=9, −21<=l<=21; reflections collected 22984; independent reflections 3834 [R(int) = 0.0271]; completeness to theta = 25.242°: 99.9 %; absorption correction semi-empirical from equivalents; refinement method full-matrix least-squares on F²; data/restraints/parameters 3834/0/211; goodness-of-fit on F² 1.060; final R indices [I > 2sigma(I)] R1 = 0.0543, wR2 = 0.1389; R indices (all data) R1 = 0.0613, wR2 = 0.1439; extinction coefficient n/a; largest diff. peak and hole 0.532 and −0.219 e Å⁻³

2bb
TLC (AcOEt/hexane 20 %)	Rf = 0.55
¹H NMR (500 MHz, CDCl₃)	δ 7.01 (d, 2H, J = 9 Hz), 6.88 (d, 2H, J = 9 Hz), 6.75 (d, 2H, J = 9 Hz), 6.71 (d, 2H, J = 9 Hz), 3.90 (q, 1H, J = 7 Hz), 3.77 (s, 3H), 3.76 (s, 3H), 3.72–3.75 (m, 1H), 3.09 (q, 1H, J = 7 Hz), 2.12–2.17 (m, 1H), 2.04–2.09 (m, 1H), 1.79–1.85 (m, 1H), 1.61–1.67 (m, 1H), 1.19 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 158.0, 157.9, 135.8, 135.3, 130.2, 128.1, 112.6, 112.4, 89.1, 67.0, 55.1, 48.5, 35.8, 25.4, 16.1
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₀H₂₅O₃ 313.1798; found 313.1798

2ca
TLC (AcOEt/hexane 10 %)	Rf = 0.80
Melting point	68.3–69.3 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.28 (d, 2H, J = 9 Hz), 7.22–7.25 (m, 4H), 7.16 (d, 2H, J = 9 Hz), 3.77 (t, 2H, J = 7 Hz), 3.03 (q, 1H, J = 8 Hz), 1.99–2.04 (m, 1H), 1.91–1.97 (m, 1H), 1.49–1.58 (m, 1H), 1.37–1.45 (m, 1H), 1.08 (d, 3H, J = 8 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 144.8, 141.8, 132.2, 132.1, 130.7, 127.9, 127.8, 127.3, 88.7, 67.8, 49.0, 36.8, 25.4, 16.9
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂Cl₂NO 338.1073; found 338.1073

2cb
TLC (AcOEt/hexane 10 %)	Rf = 0.75
¹H NMR (500 MHz, CDCl₃)	δ 7.16 (d, 2H, J = 9 Hz), 7.10 (d, 2H, J = 9 Hz), 7.02 (d, 2H, J = 9 Hz), 6.90 (d, 2H, J = 9 Hz), 3.94 (q, 1H, J = 7 Hz), 3.74–3.79 (m, 1H), 3.11 (q, 1H, J = 7 Hz), 2.19–2.25 (m, 1H), 2.05–2.10 (m, 1H), 1.82–1.89 (m, 1H), 1.62–1.70 (m, 1H), 1.24 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 143.1, 141.4, 132.2, 131.9, 130.5, 128.0, 127.52, 127.47, 88.6, 67.6, 48.7, 36.1, 25.5, 16.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂Cl₂NO 338.1073; found 338.1072

2da
TLC (AcOEt/hexane 5 %)	Rf = 0.60
Melting point	102.9–103.8 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.23–7.27 (m, 2H), 7.14–7.18 (m, 2H), 6.92–7.00 (m, 4H), 3.77 (t, 2H, J = 6 Hz), 3.04 (q, 1H, J = 7 Hz), 2.00–2.05 (m, 1H), 1.93–1.98 (m, 1H), 1.50–1.57 (m, 1H), 1.37–1.45 (m, 1H), 1.09 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 162.5 (d, J = 8 Hz), 160.6 (d, J = 8 Hz), 141.9 (d, J = 4 Hz), 139.0 (d, J = 2 Hz), 130.7 (d, J = 8 Hz), 127.4 (d, J = 7 Hz), 114.5 (d, J = 11 Hz), 114.3 (d, J = 10 Hz), 88.3, 67.7, 49.0, 36.8, 25.4, 17.0
¹⁹F NMR (471 MHz, CDCl₃)	δ −116.93–−116.87 (m), −117.16–−117.10 (m)
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂F₂NO 306.1664; found 306.1664

2db
TLC (AcOEt/hexane 5 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.01–7.04 (m, 2H), 6.85–6.91 (m, 4H), 6.82 (t, 2H, J = 9 Hz), 3.94 (q, 1H, J = 7 Hz), 3.77 (q, 1H, J = 7 Hz), 3.11 (q, 1H, J = 7 Hz), 2.19–2.45 (m, 1H), 2.07–2.12 (m, 1H), 1.82–1.89 (m, 1H), 1.63–1.71 (m, 1H), 1.24 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 162.4 (d, J = 15 Hz), 160.4 (d, J = 15 Hz), 140.1 (d, J = 4 Hz), 138.7 (d, J = 4 Hz), 130.4 (d, J = 9 Hz), 128.2 (d, J = 9 Hz), 114.1 (d, J = 8 Hz), 113.9 (d, J = 7 Hz), 88.7, 67.5, 48.7, 36.1, 25.5, 16.1
¹⁹F NMR (471 MHz, CDCl₃)	δ −117.13–−117.03 (m)
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂F₂NO 306.1664; found 306.1665

2ea
TLC (AcOEt/hexane 10 %)	Rf = 0.55
¹H NMR (500 MHz, CDCl₃)	δ 7.53 (dd, 1H, J = 8, 2 Hz), 7.10–7.24 (m, 6H), 7.00 (td, 1H, J = 8, 2 Hz), 4.11 (td, 1H, J = 8, 5 Hz), 4.03–4.07 (m, 1H), 3.15 (q, 1H, J = 7 Hz), 2.32 (ddd, 1H, J = 13, 7, 5 Hz), 2.05 (td, 1H, J = 13, 8 Hz), 1.91–1.99 (m, 1H), 1.82–1.90 (m, 1H), 1.04 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 153.1, 152.4, 134.9, 132.2, 131.3, 128.1, 127.5, 127.3, 123.4, 122.7, 121.0, 120.9, 85.9, 68.1, 48.5, 37.5, 26.0, 20.5
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₁₉O₂ 267.1380; found 267.1379

2eb
TLC (AcOEt/hexane 10 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.44 (dd, 1H, J = 8, 2 Hz), 7.26–7.27 (m, 1H), 7.14–7.22 (m, 4H), 7.06–7.10 (m, 2H), 4.02–4.10 (m, 2H), 3.60 (q, 1H, J = 8 Hz), 2.16–2.22 (m, 1H), 1.97–2.06 (m, 3H), 1.38 (d, 3H, J = 8 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 155.2, 155.1, 137.2, 133.2, 129.7, 128.3, 127.5, 127.3, 123.8, 123.6, 121.1, 120.8, 86.2, 69.2, 44.1, 35.0, 26.5, 16.3
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₁₉O₂ 267.1380; found 267.1381

2f
TLC (AcOEt/hexane 10 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃, 60 °C)	δ 7.72 (d, 2H, J = 8 Hz), 7.43 (d, 1H, J = 8 Hz), 7.24–7.34 (m, 5H), 4.14 (brs, 1H), 3.96–4.01 (m, 1H), 3.26 (brq, 1H), 1.90–1.98 (m, 3H), 1.73 (s, 1H), 1.33 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃, 60 °C)	δ 140.1, 134.2, 133.2, 127.8, 127.60, 127.56, 126.9, 126.1, 124.2, 124.0, 123.6, 86.2, 69.6, 42.6, 31.4, 25.9, 12.6
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₂NO 268.1696; found 268.1694

2g
TLC (CH₂Cl₂/hexane 50 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃; diastereomixture)	δ 7.17 (t, 2H, J = 8 Hz), 7.04 (d, 2H, J = 8 Hz), 3.81–3.86 (m, 1H), 3.74 (q, 0.4H, J = 8 Hz), 3.64–3.68 (m, 0.6H, J = 8 Hz), 2.82–2.88 (m, 1H), 2.44 (d, 2H, J = 8 Hz), 1.80–1.95 (m, 3H), 1.54–1.73 (m, 1H), 1.54–1.59 (m, 0.4H), 1.42–1.48 (m, 0.6H), 1.31–1.33 (m, 3H), 1.14 (s, 1.8H), 1.10 (s, 1.2H), 0.89–0.91 (m, 6H)
¹³C NMR (126 MHz, CDCl₃; diastereomixture)	δ 141.3, 141.2, 139.4, 128.64, 128.59, 128.4, 85.2, 85.1, 67.7, 67.6, 48.4, 48.0, 45.1, 45.0, 35.3, 34.9, 30.19, 30.16, 26.2, 26.1, 24.7, 24.2, 22.5, 22.40, 22.37, 16.3, 16.0
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₃₀NO 264.2322; found 264.2321

2h
TLC (AcOEt/hexane 20 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃; diastereomixture)	δ 7.62–7.71 (m, 3H), 7.42–7.46 (m, 1H), 7.12–7.13 (m, 2H), 3.92 (s, 3H), 3.82–3.87 (m, 1H), 3.75 (q, 0.4H, J = 8 Hz), 3.66 (m, 0.6H, J = 8 Hz), 2.98–3.06 (m, 1H), 1.93–2.01 (m, 1H), 1.81–1.90 (m, 1H), 1.46–1.74 (m, 1H), 1.46–1.61 (m, 1H), 1.42 (d, 3H, J = 8 Hz), 1.18 (s, 1.8H), 1.16 (s, 1.2H)
¹³C NMR (126 MHz, CDCl₃; diastereomixture)	δ 157.18, 157.16, 139.5, 139.4, 133.22, 133.15, 129.2, 128.71, 128.67, 128.4, 128.3, 127.04, 127.03, 126.00, 125.96, 118.47, 118.44, 105.4, 85.3, 85.2, 67.8, 67.7, 55.3, 48.7, 48.4, 35.2, 35.0, 26.2, 26.1, 24.9, 24.5, 16.5, 16.2
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₈H₂₆NO₂ 288.1958; found 288.1956

2ia
TLC (CH₂Cl₂/hexane 50 %)	Rf = 0.60
Melting point	68.6–70.4 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.19–7.33 (m, 10H), 3.45 (q, 1H, J = 8 Hz), 3.31 (q, 1H, J = 8 Hz), 2.98 (q, 1H, J = 7 Hz), 2.88 (d, 1H, J = 14 Hz), 2.69 (d, 1H, J = 14 Hz), 1.87–1.93 (m, 1H), 1.64–1.69 (m, 1H), 1.39 (d, 3H, J = 8 Hz), 1.24–1.31 (m, 1H), 1.01–1.10 (m, 1H)
¹³C NMR (126 MHz, CDCl₃)	δ 143.8, 138.5, 130.9, 129.4, 127.69, 127.65, 126.1, 125.9, 87.6, 68.8, 48.0, 44.2, 31.3, 26.1, 16.4
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₆NO 284.2009; found 284.2012

2ib
TLC (CH₂Cl₂/hexane 50 %)	Rf = 0.55
¹H NMR (500 MHz, CDCl₃)	δ 7.18–7.30 (m, 10H), 3.64 (q, 1H, J = 7 Hz), 3.57 (q, 1H, J = 7 Hz), 2.94 (q, 1H, J = 7 Hz), 2.88 (d, 1H, J = 14 Hz), 2.67 (d, 1H, J = 14 Hz), 1.84–1.89 (m, 1H), 1.71–1.76 (m, 1H), 1.41 (d, 3H, J = 8 Hz), 1.24–1.31 (m, 1H), 1.02–1.10 (m, 1H)
¹³C NMR (126 MHz, CDCl₃)	δ 144.2, 138.5, 130.8, 129.1, 127.9, 127.8, 126.2, 126.0, 87.8, 68.7, 48.4, 44.1, 31.8, 26.4, 16.6
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₆NO 284.2009; found 284.2011

2j
TLC (AcOEt/hexane 10 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃, 60 °C)	δ 7.26 (d, 1H, J = 8 Hz), 7.12 (t, 1H, J = 8 Hz), 7.08 (t, 1H, J = 8 Hz), 7.04 (d, 1H, J = 8 Hz), 3.81 (sextet, 2H, J = 7 Hz), 3.16 (q, 1H, J = 7 Hz), 2.84 (t, 2H, J = 7 Hz), 1.83–1.93 (m, 4H), 1.77–1.81 (m, 1H), 1.65–1.70 (m, 1H), 1.52–1.59 (m, 1H), 1.40–1.45 (m, 1H), 1.33 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 142.7, 141.9, 129.5, 128.4, 126.14, 126.07, 85.2, 67.5, 48.5, 39.6, 35.4, 34.7, 25.9, 24.6, 15.1
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₅H₂₄NO 234.1852; found 234.1852

2ka
TLC (AcOEt/hexane 5 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.18–7.26 (m, 3H), 7.07–7.12 (m, 5H), 6.85–6.87 (m, 2H), 3.71–3.75 (m, 1H), 3.43–3.49 (m, 1H), 2.90 (q, 1H, J = 7 Hz), 2.20–2.23 (m, 1H), 1.76 (td, 1H, J = 14, 4 Hz), 1.51–1.61 (m, 2H), 1.29–1.35 (m, 2H), 1.26 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 142.8, 141.3, 129.6, 128.0, 127.6, 127.1, 126.3, 125.9, 81.0, 62.7, 52.7, 29.6, 26.1, 19.7, 15.3
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₉H₂₆NO 284.2009; found 234.2012

2kb
TLC (AcOEt/hexane 5 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.24–7.32 (m, 4H), 7.11–7.16 (m, 4H), 6.80–6.83 (m, 2H), 3.71–3.75 (m, 1H), 3.48 (td, 1H, J = 12, 3 Hz), 3.07 (q, 1H, J = 8 Hz), 2.05–2.08 (m, 1H), 1.74 (td, 1H, J = 14, 3 Hz), 1.52–1.61 (m, 3H), 1.32–1.34 (m, 1H), 1.15 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 142.3, 139.1, 129.8, 128.9, 127.4, 127.1, 126.5, 126.2, 80.6, 62.6, 52.1, 32.3, 26.1, 19.6, 15.1
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₉H₂₃O 267.1743; found 267.1742

2l
TLC (CH₂Cl₂/hexane 50 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃; diastereomixture)	δ 6.86–7.18 (m, 13H), 6.73 (d, 1H, J = 8 Hz), 4.67–4.72 (m, 1H), 4.51–4.57 (m, 1H), 3.06–3.27 (m, 3H), 1.32 (d, 1H, J = 7 Hz), 1.12 (d, 2H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃; diastereomixture)	δ 142.3, 142.1, 141.5, 140.0, 134.6, 134.3, 133.1, 132.7, 129.9, 129.5, 128.6, 128.4, 128.1, 127.55, 127.48, 127.4, 127.3, 126.9, 126.7, 126.4, 126.18, 126.16, 125.7, 125.6, 123.7, 80.2, 79.5, 64.0, 63.4, 51.7, 49.7, 33.6, 32.9, 15.4, 15.3
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₃H₂₆NO 332.2009; found 332.2008

2ma
TLC (AcOEt/hexane 20 %)	Rf = 0.50
Melting point	72.1–74.9 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.28–7.35 (m, 6H), 7.23–7.28 (m, 4H), 4.35–4.39 (m, 1H), 4.08–4.12 (m, 1H), 3.13 (q, 1H, J = 7 Hz), 2.72–2.77 (m, 1H), 2.50–2.55 (m, 1H), 1.12 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 146.5, 142.6, 129.3, 127.9, 127.7, 126.6, 126.4, 124.8, 90.6, 64.9, 49.9, 32.4, 14.5
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₇H₁₉O 239.1430; found 239.1434

2mb
TLC (AcOEt/hexane 20 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.24 (d, 2H, J = 8 Hz), 7.17–7.21 (m, 4H), 7.03–7.06 (m, 4H), 4.38–4.42 (m, 1H), 4.26–4.30 (m, 1H), 3.31 (q, 1H, J = 7 Hz), 3.02–3.07 (m, 1H), 2.64–2.69 (m, 1H), 1.31 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 145.2, 141.3, 129.2, 127.5, 127.2, 126.43, 126.41, 125.4, 90.7, 64.9, 49.8, 31.7, 14.3
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₇H₁₉O 239.1430; found 239.1429

2mc
TLC (AcOEt/hexane 20 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.24–7.31 (m, 6H), 7.18–7.22 (m, 2H), 7.05–7.07 (m, 2H), 4.75 (q, 1H, J = 6 Hz), 4.16 (td, 1H, J = 9, 4 Hz), 3.80 (q, 1H, J = 8 Hz), 2.94 (dt, 1H, J = 13, 9 Hz), 2.31 (ddd, 1H, J = 13, 8, 4 Hz), 0.93 (d, 3H, J = 8 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 147.4, 145.2, 128.6, 128.6, 127.8, 127.8, 126.2, 126.1, 80.0, 65.5, 57.9, 38.8, 18.6
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₁₇H₂₂NO 256.1696; found 256.1695

2na
TLC (AcOEt/hexane 20 %)	Rf = 0.50
Melting point	129.9–133.6 °C decomp
¹H NMR (500 MHz, CDCl₃)	δ 7.41–7.43 (m, 2H), 7.22 (d, 2H, J = 8.5 Hz), 7.03–7.14 (m, 10H), 4.70 (q, 1H, J = 7.0 Hz), 3.53 (q, 1H, J = 7.5 Hz), 3.37 (td, 1H, J = 8.5, 3.5 Hz), 2.64–2.71 (m, 1H), 2.37–2.41 (m, 1H), 2.34 (s, 3H), 1.87–1.98 (m, 2H), 1.64 (d, 3H, J = 7.5 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 143.4, 142.3, 142.2, 137.7, 129.3, 128.9, 128.2, 127.7, 127.6, 126.91, 126.89, 125.9, 50.1, 45.7, 34.9, 23.5, 21.4, 17.9
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₅H₂₈NO₂S 406.1835; found 406.1838
Single-crystal XRD	CCDC 2474110; identification code cge33004B_01; empirical formula C₂₅H₂₇NO₂S; formula weight 405.53; temperature 150(2) K; wavelength 0.71073 Å; orthorhombic; space group Pca2₁; a = 31.9372(11) Å, α = 90°; b = 8.3303(3) Å, β = 90°; c = 15.8537(7) Å, γ = 90°; volume 4217.8(3) Å³; Z = 8; density (calculated) 1.277 Mg/m³; absorption coefficient 0.175 mm⁻¹; F(000) = 1728; crystal size 0.330 × 0.180 × 0.170 mm³; theta range for data collection 2.527 to 27.488°; index ranges −41<=h<=41, −10<=k<=10, −20<=l<=20; reflections collected 61009; independent reflections 9684 [R(int) = 0.0448]; completeness to theta = 25.242°: 99.9 %; absorption correction semi-empirical from equivalents; refinement method full-matrix least-squares on F²; data/restraints/parameters 9684/1/528; goodness-of-fit on F² 1.049; final R indices [I>2sigma(I)] R1 = 0.0443, wR2 = 0.1079; R indices (all data) R1 = 0.0496, wR2 = 0.1108; absolute structure parameter 0.49(8); extinction coefficient n/a; largest diff. peak and hole 0.351 and −0.281 e Å⁻³

2nb
TLC (AcOEt/hexane 20 %)	Rf = 0.50
Melting point	151.3–167.4 °C decomp
¹H NMR (500 MHz, CDCl₃)	δ 7.74 (d, 2H, J = 7.5 Hz), 7.40–7.43 (m, 4H), 7.31 (t, 1H, J = 6.5 Hz), 7.17–7.24 (m, 3H), 6.86 (d, 2H, J = 8.0 Hz), 6.70 (d, 2H, J = 8.0 Hz), 4.67 (q, 1H, J = 7.5 Hz), 3.29–3.34 (m, 1H), 2.60–2.66 (m, 1H), 2.46–2.51 (m, 1H), 2.30–2.35 (m, 1H), 2.28 (s, 3H), 1.64–1.70 (m, 1H), 1.39–1.45 (m, 1H), 1.31 (d, 3H, J = 7.5 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 141.7, 141.4, 140.5, 138.3, 130.8, 129.2, 128.6, 127.7, 127.0, 126.7, 126.0, 73.5, 50.6, 43.4, 35.8, 24.9, 21.3, 16.7
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₅H₂₈NO₂S 406.1835; found 406.1837
Single-crystal XRD	CCDC 2474109; identification code cge32171A_01; empirical formula C₂₅H₂₇NO₂S; formula weight 405.53; temperature 150(2) K; wavelength 0.71073 Å; orthorhombic; space group Pna2₁; a = 17.5467(9) Å, α = 90°; b = 9.5917(5) Å, β = 90°; c = 25.0682(12) Å, γ = 90°; volume 4219.0(4) Å³; Z = 8; density (calculated) 1.277 Mg/m³; absorption coefficient 0.175 mm⁻¹; F(000) = 1728; crystal size 0.180 × 0.150 × 0.110 mm³; theta range for data collection 2.273 to 27.488°; index ranges −22<=h<=22, −12<=k<=12, −32<=l<=32; reflections collected 61704; independent reflections 9688 [R(int) = 0.0714]; completeness to theta = 25.242°: 100.0 %; absorption correction semi-empirical from equivalents; refinement method full-matrix least-squares on F²; data/restraints/parameters 9688/1/528; goodness-of-fit on F² 1.015; final R indices [I>2sigma(I)] R1 = 0.0471, wR2 = 0.1012; R indices (all data) R1 = 0.0744, wR2 = 0.1140; absolute structure parameter 0.35(9); extinction coefficient n/a; largest diff. peak and hole 0.479 and −0.342 e Å⁻³

2oa
TLC (CH₂Cl₂/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.51 (d, 2H, J = 7.5 Hz), 7.28 (t, 2H, J = 7.5 Hz), 7.19–7.25 (m, 6H), 3.35 (q, 1H, J = 7.0 Hz), 2.69–2.78 (m, 2H), 2.39–2.43 (m, 1H), 2.05–2.11 (m, 1H), 1.56–1.68 (m, 2H), 1.21 (d, 3H, J = 7.0 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 145.9, 143.3, 129.7, 128.4, 127.4, 127.3, 126.5, 126.2, 70.8, 51.1, 42.1, 31.5, 28.6, 18.5
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₂₁S 269.1358; found 269.1357

2ob
TLC (CH₂Cl₂/hexane 30 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.10–7.23 (m, 8H), 6.73 (d, 2H, J = 7.0 Hz), 3.38 (q, 1H, J = 7.0 Hz), 2.96–3.01 (m, 1H), 2.87–2.92 (m, 1H), 2.25–2.32 (m, 2H), 2.12–2.20 (m, 1H), 1.81–1.89 (m, 1H), 1.38 (d, 3H, J = 7.0 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 143.3, 143.0, 129.17, 129.15, 127.3, 126.9, 126.4, 126.3, 69.9, 51.2, 41.5, 32.1, 28.6, 18.6
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₂₁S 269.1358; found 269.1360

2pa
TLC (CH₂Cl₂/hexane 20 %)	Rf = 0.50
¹H NMR (500 MHz, CDCl₃)	δ 7.38 (d, 4H, J = 4.0 Hz), 7.27–7.35 (m, 6H), 3.17 (q, 1H, J = 6.5 Hz), 2.45–2.51 (m, 1H), 2.26–2.32 (m, 1H), 2.11–2.18 (m, 1H), 1.58–1.64 (m, 2H), 1.16 (d, 3H, J = 7.5 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 176.9, 143.7, 140.9, 129.3, 128.5, 128.4, 127.4, 127.3, 124.8, 90.9, 50.2, 33.6, 28.4, 16.0
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₁₉O₂ 267.1380; found 267.1381

2pb
TLC (CH₂Cl₂/hexane 20 %)	Rf = 0.48
¹H NMR (500 MHz, CDCl₃)	δ 7.25–7.29 (m, 3H), 7.17–7.22 (m, 5H), 7.05–7.06 (m, 2H), 3.29 (q, 1H, J = 7.5 Hz), 2.62–2.68 (m, 1H), 2.40–2.46 (m, 1H), 2.23–2.35 (m, 2H), 1.29 (d, 3H, J = 7.5 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 176.5, 141.2, 140.3, 129.3, 127.9, 127.7, 127.6, 127.0, 126.2, 91.5, 49.4, 31.5, 28.8, 15.6
HRMS (DART)	m/z: [M+H]⁺ calcd for C₁₈H₁₉O₂ 267.1380; found 267.1382

2qa
TLC (AcOEt/hexane 10 %)	Rf = 0.45
¹H NMR (500 MHz, CDCl₃)	δ 7.93 (d, 2H, J = 8 Hz), 7.35 (d, 2H, J = 8 Hz), 7.27–7.32 (m, 3H), 7.14–7.18 (m, 3H), 7.02 (brd, 2H), 6.78 (brd, 2H), 4.40 (q, 1H, J = 7 Hz), 3.93–3.96 (m, 1H), 3.06 (t, 1H, J = 14 Hz), 2.45 (s, 3H), 2.28 (td, 1H, J = 14, 4 Hz), 1.77–1.81 (m, 1H), 1.63–1.67 (m, 1H), 1.44–1.47 (m, 1H), 1.25–1.32 (m, 2H), 0.54 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 143.0, 142.2, 140.9, 138.0, 130.4, 129.6, 129.4, 127.5, 127.31, 127.29, 126.9, 126.7, 73.8, 46.9, 45.0, 33.3, 24.4, 21.5, 20.5, 18.0
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₆H₃₀NO₂S 420.1992; found 420.1990

2qb
TLC (AcOEt/hexane 10 %)	Rf = 0.46
¹H NMR (500 MHz, CDCl₃)	δ 7.96 (d, 2H, J = 8 Hz), 7.35 (d, 2H, J = 8 Hz), 7.11–7.16 (m, 5H), 7.01–7.04 (m, 1H), 6.96 (t, 2H, J = 8 Hz), 6.68 (d, 2H, J = 8 Hz), 4.55 (q, 1H, J = 7 Hz), 3.42–3.45 (m, 1H), 2.73–2.79 (m, 1H), 2.50 (dt, 1H, J = 15, 4 Hz), 2.46 (s, 3H), 2.27 (td, 1H, J = 15, 4 Hz), 1.65–1.68 (m, 1H), 1.62 (d, 3H, J = 7 Hz), 1.49–1.54 (m, 1H), 1.38–1.42 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.8, 142.3, 141.2, 140.1, 130.3, 129.6, 128.6, 127.8, 127.0, 126.9, 126.6, 125.9, 77.5, 47.5, 46.6, 28.1, 25.1, 21.5, 19.8, 17.1
HRMS (DART)	m/z: [M+H]⁺ calcd for C₂₆H₃₀NO₂S 420.1992; found 420.1993

2ra
TLC (AcOEt/hexane 20 %)	Rf = 0.60
¹H NMR (500 MHz, CDCl₃)	δ 7.59 (d, 2H, J = 8 Hz), 7.17 (d, 2H, J = 8 Hz), 7.11–7.14 (m, 3H), 7.07–7.09 (m, 4H), 6.97–7.04 (m, 6H), 6.86 (d, 1H, J = 8 Hz), 4.81 (q, 1H, J = 7 Hz), 4.47 (d, 1H, J = 16 Hz), 4.27 (d, 1H, J = 16 Hz), 3.74 (d, 1H, J = 16 Hz), 3.36 (d, 1H, J = 16 Hz), 2.37 (s, 3H), 1.61 (d, 3H, J = 7 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 142.7, 142.5, 140.9, 139.4, 134.0, 132.8, 130.2, 129.4, 128.3, 128.2, 127.43, 127.37, 127.2, 126.8, 126.5, 126.2, 126.1, 125.3, 73.2, 49.5, 46.5, 35.1, 21.4, 18.1
HRMS (DART)	m/z: [M+H]⁺ calcd for C₃₀H₃₀NO₂S 468.1992; found 468.1994

2rb
TLC (AcOEt/hexane 20 %)	Rf = 0.60
Melting point	189.9–193.0 °C
¹H NMR (500 MHz, CDCl₃, 60 °C)	δ 7.22 (t, 4H, J = 3.0 Hz), 7.11–7.18 (m, 2H), 7.07–7.10 (m, 3H), 6.98–7.04 (m, 3H), 6.92–6.96 (m, 3H), 4.45–4.50 (m, 2H), 3.25 (d, 1H, J = 16.5 Hz), 2.95 (d, 1H, J = 16.5 Hz), 2.29 (s, 3H), 1.57 (s, 4H), 1.43 (d, 3H, J = 7.0 Hz)
¹³C NMR (126 MHz, CDCl₃, 60 °C)	δ 142.3, 142.0, 140.0, 138.7, 134.9, 134.4, 130.6, 129.5, 128.9, 128.5, 127.7, 127.2, 127.1, 126.94, 126.90, 126.8, 126.2, 125.0, 69.3, 49.2, 46.4, 36.7, 21.3, 17.2
HRMS (DART)	m/z: [M+H]⁺ calcd for C₃₀H₃₀NO₂S 468.1992; found 468.1988

3sa
TLC (AcOEt/hexane 20 %)	Rf = 0.50
Melting point	125.2–126.5 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.51 (d, 2H, J = 8.0 Hz), 7.38 (t, 2H, J = 7.0 Hz), 7.29–7.34 (m, 3H), 7.25–7.28 (m, 1H), 7.18–7.20 (m, 4H), 7.11 (d, 2H, J = 7.0 Hz), 4.11 (brt, 1H), 2.76 (q, 2H, J = 7.0 Hz), 2.41 (s, 3H), 2.37 (t, 2H, J = 7.0 Hz), 1.82 (s, 3H)
¹³C NMR (126 MHz, CDCl₃)	δ 143.5, 143.1, 141.0, 137.1, 136.7, 133.4, 129.5, 128.6, 128.5, 128.4, 127.8, 127.0, 126.8, 126.7, 41.4, 34.5, 23.0, 21.5
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₄H₂₉N₂O₂S 409.1944; found 409.1946

3sb
TLC (AcOEt/hexane 20 %)	Rf = 0.50
Melting point	110.0–113.2 °C
¹H NMR (500 MHz, CDCl₃)	δ 7.63 (d, 2H, J = 7.5 Hz), 7.20–7.24 (m, 4H), 7.13–7.17 (m, 4H), 7.04 (d, 2H, J = 7.5 Hz), 6.73–6.75 (m, 2H), 5.42 (t, 1H, J = 7.0 Hz), 4.37 (brt, 1H), 3.66 (q, 1H, J = 7.0 Hz), 3.40 (t, 2H, J = 6.5 Hz), 2.41 (s, 3H), 1.30 (d, 3H, J = 7.5 Hz)
¹³C NMR (126 MHz, CDCl₃)	δ 150.3, 143.5, 143.2, 139.0, 137.0, 129.6, 128.23, 128.16, 127.9, 127.8, 127.03, 126.96, 126.3, 121.3, 47.2, 41.9, 21.5, 19.7
HRMS (DART)	m/z: [M+NH₄]⁺ calcd for C₂₄H₂₉N₂O₂S 409.1944; found 409.1944

NMR spectra for the compounds and starting materials characterized above
¹H, ¹³C and ¹⁹F NMR spectra	Image data were not transcribed