Table 2.
Entry | Allene-yne | R1 | R2 | APKR yield %a |
---|---|---|---|---|
| ||||
1 | 24a | Ph | H | 45 (72)b,c |
| ||||
2 | 25a | TIPS | H | 46 (46)b,d |
| ||||
3 | 26 | H | H | 47 (53)b |
| ||||
4 | 30a | Ph | Me | 48 (75)e |
| ||||
5 | 37 | Ph | Ph | 49 (67)b,c |
| ||||
6 | 38 | Ph | 4-CN-C6H4 | 50 (72)e |
| ||||
7 | 39 | Ph | 4-CF3-C6H4 | 51 (70)b |
| ||||
8 | 40 | Ph | 4-OMe-C6H4 | 52 (77)b |
| ||||
9 | 42 | Ph | 2-thiophenyl | 53 (67)b |
| ||||
10 | 43 | Ph | Ts | 54 (71)b,c |
| ||||
11 | 44 | Ph | boc | 55 (40)b,c |
Dropwise addition of allene-yne to rhodium catalyst over 1 h, then heated for an additional 30 min
Average yield for two runs
Similar yields were obtained when allene-yne was added in a single portion.
Reaction was heated for 3 h upon completion of allene-yne addition
Yield based upon one run.