Various dialkyl- and diarylvinylsulfonium salts react with indole-2- carboxaldehydes in the presence of sodium hydride and sodium azide to form tricyclic azido alcohols analogous to 2. With pyrrole-2-carboxaldehyde, [2,3] sigmatropic and other rearrangements occur except in the case of diphenylvinylsulfonium trifluoromethanesulfonate where the annulation reaction does take place to give a low yield of 29.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry
- Bicyclic heterocyclic compounds
- Natural products
- Sulfonium salts