Table 1 Screening of the reaction conditionsa,b.
From: Photoinduced ynamide structural reshuffling and functionalization
Entry | Radical initiator | Time (min) | Solvent | Yield 3/4 |
|---|---|---|---|---|
1 | Blue LED | 5 | Acetone | 60/Trace |
2 | Blue LED | 5 | Toluene | 52/Trace |
3 | Blue LED | 5 | THF | 43/Trace |
4 | Blue LED | 5 | DCM | 83/Trace |
5 | Blue LED | 3 | DCM | 85/– |
6 | Blue LED | 5 | H2O | Trace/– |
7 | Blue LED | 5 | EtOH | 35/– |
8 | Blue LED | 5 | DEC | 58/Trace |
9 | Blue LED | 5 | DMSO | NR |
10 | Blue LED | 5 | MeCN | 75/Trace |
11c | Blue LED | 5 | DCM | 72/<5 |
12d | Blue LED | 3 | DCM | 79/Trace |
13e | – | 5 | DCM | NR |
14f | – | 24 (h) | DCM | 61/<15 |
15g | Blue LED | 5 | DCM | 81/– |
16h | – | 5 | DCM | –/– |
17i | Blue LED | 5 | DCM | 80/– |
