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Nucleophilic additions to 6,7-indolyne 71a
 | ||
|---|---|---|
| trapping agent (Nuc) | yield (ratio) | (computed) |
 |
53% (C7 not observed) | ΔΔG‡ = 11.4 (solely C6) |
 |
91% (C7 not observed) | ΔΔG‡ = 5.5b (solely C6) |
| N3–Bn | 77% (C7 not observed) | ΔΔG‡ = 2.7 (63 : 1) |
| KCN | 70% (C7 not observed) | C6 preferredc |
Conditions: see supporting information.
C6 attack has no energetic barrier; C7 attack has ΔΔH‡ = 5.5.
Attack at C6 is favored (see supporting information).
