Concise and Efficient Synthesis of 4-Fluoro-1H-pyrrolo[2,3-b]pyridine
(Equation presented) Two routes describing the preparation of 4-fluoro-1H-pyrrolo[2,3-b]pyridine (4a) from 1H-pyrrolo[2,3-b]pyridine N-oxide (1) are presented. Regioselective fluorination was achieved using either the Balz-Schiemann reaction or lithium-halogen exchange.
The Synthesis of 5-Azaindoles by Substitution-Rearrangement of 7-Azaindoles upon Treatment with Certain Primary Amines
Certain 4-substituted 1H-pyrrolopyridines (7-azaindoles) undergo a nucleophilic substitution-rearrangement upon treatment with various primary amines at elevated temperatures to yield N-1-substituted 4-amino-1H-pyrrolopyridines (5-azaindoles).Treatment of the same 7-azaindoles with secondary amines under the same reaction conditions led to simple nucleophilic substitution products.
Girgis, Nabih S.,Larson, Steven B.,Robins, Roland K.,Cottam, Howard B.
p. 317 - 325
(2007/10/02)
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