Synthesis and unexpected reactions of 2-Hydroxy-3-pyridinylacetic hydrazides. Formation of 2H-Pyrrolo[2,3-b]pyridin-2-ones

Treatment of 2‐hydroxy‐3‐pyridinylacetic hydrazides under mild mesylation conditions provided 2H‐pyrrolo[2,3‐b]pyridin‐2‐ones as unexpected products. This rearrangement is believed to result from an intramolecular attack of the hydrazide on a reactive pyridinium species formed under the reaction con...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 1998-01, Vol.35 (1), p.145-149
Main Authors: Teleha, Christopher A., Greenberg, Roger A., Chorvat, Robert J.
Format: Article
Language:English
Online Access:Get full text
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Summary:Treatment of 2‐hydroxy‐3‐pyridinylacetic hydrazides under mild mesylation conditions provided 2H‐pyrrolo[2,3‐b]pyridin‐2‐ones as unexpected products. This rearrangement is believed to result from an intramolecular attack of the hydrazide on a reactive pyridinium species formed under the reaction conditions.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570350127