Table 2.

Functionalizaation of tetrahydroisoquinolines enabled by visible light-mediated photoredox catalysis

entry	substrate	product	yielda
1b	1 R = H	4 R = H	95
2b	3 R = Br	5 R = Br	93
3b	6	7	95 (d.r.= 2:1)
4c	1 R = H	8 R = H	85
5c	6 R = OMe	9 R = OMe	44
6c	10	11	43
7d	1 R = H	12 R = H	59
8d	3 R = Br	13 R = Br	65
9e	1	14	69
10e	1	15	68 (d.r.= 3:2)

^aIsolated percent yields after chromatography on SiO₂.

^bRu(bpy)₃Cl₂ (1 mol %), BrCCl₃ (3 equiv), DMF, blue LEDs, 3 h, then no light, Et₃N (5 equiv), nitroalkane (5 equiv).

^cRu(bpy)₃Cl₂ (1 mol %), BrCCl₃ (3 equiv), DMF, blue LEDs, 3 h, then no light, methallyl trimethylsilane (5 equiv).

^dRu(bpy)₃Cl₂ (1 mol %), BrCCl₃ (3 equiv), DMF, blue LEDs, 3 h, then no light, Et₃N (5 equiv), silyl enol ether (5 equiv).

^eRu(bpy)₃Cl₂ (1 mol %), BrCCl₃ (3 equiv), DMF, blue LEDs, 3 h, then no light, Et₃N (5 equiv), 1,3-dicarbonyl (5 equiv).