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Synthesis and unexpected reactions of 2‐Hydroxy‐3‐pyridinylacetic hydrazides. Formation of 2 H ‐Pyrrolo[2,3‐ b ]pyridin‐2‐ones
Author(s) -
Teleha Christopher A.,
Greenberg Roger A.,
Chorvat Robert J.
Publication year - 1998
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570350127
Subject(s) - chemistry , hydrazide , pyridinium , intramolecular force , medicinal chemistry , stereochemistry , organic chemistry
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.
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