The synthesis of 5‐azaindoles by substitution‐rearrangement of 7‐azaindoles upon treatment with certain primary amines
- 1 March 1989
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 26 (2) , 317-325
- https://doi.org/10.1002/jhet.5570260210
Abstract
Certain 4‐substituted 1H‐pyrrolo[2,3‐b]pyridines (7‐azaindoles) undergo a nucleophilic substitution‐rearrangement upon treatment with various primary amines at elevated temperatures to yield N‐1‐substituted 4‐amino‐1H‐pyrrolo[3,2‐c]pyridines (5‐azaindoles). Treatment of the same 7‐azaindoles with secondary amines under the same reaction conditions led to simple nucleophilic substitution products.Keywords
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