Table 1.
entry | product | blue LEDs yield (%)[b] | radical initiator yield (%)[c] |
---|---|---|---|
1 | 1: R = iPr | 91 | 73 |
2 | 2: R = tBu | 61 | 56 |
3 | 3: R = nPr | 79 (3:1 C4:C5) | 85 (3:1 C4:C5) |
4 | 4: R = nHex | 87 (2.5:1 rr)[d] | 87 (1.6:1 rr)[d] |
5 | 5: R = Ph | 82 | 82 |
6 | 6: R = CF3 | 78 | 86 |
7 | 65 | 76 | |
8 | 21 (35% brsm) | 52 | |
9 | 89 (2:1 dr) | 79 (2:1 dr) | |
10 | 81 (2:1 dr) | 87 (2:1 dr) |
Isolated yields.
Reactions were performed with blue LEDs in PhCF3 under ambient conditions for 14 h under Ar
Reactions were performed in PhCl at 120 °C with 10 mol % dicumyl peroxide for 14 h under Ar
Regioisomeric mixture resulting from 1,5-functionalization of the amide sidechain.