Table 1 Optimization of the reaction conditionsa
From: Photoredox catalytic asymmetric dearomative [3 + 2] cycloaddition of isoquinolines with enones
| |||
entry | variation from the standard conditions | yield (%) | ee (%) |
1 | none | 76 | 94 |
2 | C2 instead of C1 | 65 | 88 |
3 | C3 instead of C1 | 60 | 62 |
4 | C4 instead of C1 | 64 | 54 |
5 | H2 instead of H1 | 24 | 68 |
6 | H3 instead of H1 | 60 | 85 |
7 | [Ru(bpy)3]Cl2 instead of DPZ | trace | N.A. |
8 | Ir(III) instead of DPZ | 74 | 91 |
9 | no NaH2PO4 | 48 | 88 |
10 | no C1 | trace | N.A. |
11 | no DPZ, or no light, or no H1, or in air | N.A. | N.A. |
12b | 2 instead of 6 | trace | N.A. |
13c | 5 instead of 6 | 63 | 86 |
