Table 1 Exploration and optimization of reaction conditions
From: Photocatalyst-free photochemical deuteration via H/D exchange with D2O
Entry | Variation of standard conditions | Yield (%)a | D ratio (%)b |
---|---|---|---|
1 | None | 92 (79c) | 94 |
2 | 420 nm instead of 380 nm | 95 | 85 |
3 | thiol II instead of thiol I | 91 | 57 |
4 | thiol III instead of thiol I | 90 | 24 |
5 | thiol I (30 mol%) instead of thiol I (5 mol%) | 96 | 80 |
6 | thiol I (1 mol%) instead of thiol I (5 mol%) | 87 | 87 |
7 | MeCN instead of EtOAc | 96 | 72 |
8 | CHCl3 instead of EtOAc | 76 | 19 |
9 | EtOAc (0.1 M) instead EtOAc (0.2 M) | 89 | 93 |
10 | Without thiol I | 84 | 8 |
11 | Without light | 96 | <5 |