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Nucleophilic additions to N-Me-5,6-indolynea
 | ||
|---|---|---|
| trapping agent (Nuc) | yield (ratio) | (computed) |
 |
64% (2 : 1) | ΔΔG‡ = 1.7 (18 : 1) |
 |
73% (3 : 1) | ΔΔG‡ = 0.7 (3.3 : 1) |
| N3–Bn | 94% (1.6 : 1) | ΔΔG‡ = 0.4 (1.8 : 1) |
| KCN | 84% (1.7 : 1) | C-5 preferredb |
Conditions: see supporting information.
Attack at C5 is favored.
