Table 1.
Optimization of the hydroimination cyclization
Entry | Substrate[a] | Photocatalyst | Solvent | Yield [%][b] |
---|---|---|---|---|
1 | 2 a | [Ir(ppy)3] | DMF | 81 |
2 | 2 a | eosin Y | DMF | 68 |
3 | 2 a | eosin Y | acetone | 93[c] |
4 | 2 b | [Ir(ppy)3] | DMF | 53 |
5 | 2 b | eosin Y | DMF | 15 |
6 | 2 c | [Ir(ppy)3] | DMF | 91 |
7 | 2 c | eosin Y | DMF | 7 |
[a] 2 a: Ar=2,4-(NO2)2C6H3; 2 b: Ar=4-(NO2)C6H4; 2 a: Ar= 4-(CN)C6H4. [b] Determined by 1H NMR analysis; see the Supporting Information for control experiments. [c] 2,4-Dinitrophenol (8-H) was also isolated; see the Supporting Information.