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Nucleophilic additions to 5,6-indolynes with varying N-substituentsa
 | |||
|---|---|---|---|
| trapping agent (Nuc) | N-substitudent (R) | yield | ratio (C5 : C6) |
 |
Me | 64% | 2 : 1 |
| H | 72% | 2 : 1 | |
| Boc | 72% | 1.1 : 1 | |
 |
Me | 73% | 3 : 1 |
| H | 91% | 2.9 : 1 | |
| Boc | 83% | 1.5 : 1 | |
| Bn–N3 | Me | 94% | 1.6 : 1 |
| H | 90% | 1.8 : 1 | |
| Boc | 82% | 1.3 : 1 | |
| KCN | Me | 84% | 1.7 : 1 |
| H | 40%b | 1.8 : 1 | |
| Boc | 67% | 1.6 : 1 | |
Conditions: see supporting information.
Yield reported after Boc-protection
