Table 2. Scope of arenes for the photoelectrocatalytic arene C-H amination.a.
3, 10 h, 77% o:p = 6:1 |
4b, 10 h, 65% o:p = 7:1 |
5, 10 h, 56% o:p = 4:1 |
6c, 15 h, 66 % o:p = 5:1 |
7c, 15 h, 86 % o:p = 4:1 |
8b, 10 h, 71% o:p = 3:1 |
9b,c, 15 h, 50% |
10c, 8 h, 77% |
11c,d, 10% (10 h) 37% (24 h), 45% (36 h) |
12b,c, 24 h, 54% |
13, 10 h, 56% |
14b, 10 h, 51% |
15c, 15 h, 52% |
16c, 24 h, 48% P1:P2 =2:1 |
17c, 24 h, 89% P1:P2 =3:1 |
18c, 10 h, 82% P1:P2 =2:1 |
19b,c, 24 h, 50% |
20c,10 h, 78% P1:P2 = 3:1 |
21, 10 h, 62% |
22, 10 h, 60% |
Reaction conditions: Substrate (0.2 mmol) in HFIP/MeOH (4:1, 3 mL) at ambient temperature. Isolated yields.
Applied potential: E = 0.83 V vs Fc/Fc+
Azoles (0.6 mmol, 3 equiv.) was added.
Applied potential: E = 1.03 V vs Fc/Fc+. HFIP/H2O (9:1, 3 mL) was used.