Products and their yields in the C60-promoted photoaddition reactions of benzylamines 1a–1c with DMAD under the oxygenated condition.
| ||||
|---|---|---|---|---|
| Entry | Amine | Irradiation time (min) | Conversiona (%) | Productb (%) |
| 1 | 1a | 10 | 100 | 2a (78) |
| 2 | 1b | 10 | 100 | 2b (73) |
| 3 | 1c | 10 | 93 | 2c (60), 3 (19) |
| 4c | 1a | 30 | —d | —d |
| 5e | 1a | 30 | —d | —d |
Conversion was determined based on recovered amine.
Isolation yields.
Photoreaction in deoxygenated (using freeze–pump–thaw degassing) condition.
No reaction.
Photoreaction in the absence of C60.