Table 1 Optimization of reaction conditionsa
From: Cyano group translocation to alkenyl C(sp2)–H site by radical cation catalysis
| ||
|---|---|---|
Entry | Variation from above conditions | Yield (%)b (% r.s.m.) |
1 | none | 91 (<5) |
2 | no light | 0 (>95) |
3 | without 4CzIPN | 0 (>95) |
4 | without N3 | 0 (>95) |
5 | without (TripS)2 | 66 (0) |
6 | TripSH instead (TripS)2 | 47 (44) |
7 | N1 instead N3 | 57 (35) |
8 | N2 instead N3 | 49 (<5) |
9 | N4 instead N3 | 63 (<5) |
10 | N5 instead N3 | 88 (0) |
11 | N6 instead N3 | 5 (65) |
12 | quinine N7 or hydroquinidine N8 instead N3 | 0 (>95) |
13 | DABCO or Et3N instead N3 | 0 (>95) |
| ||
