Organic Letters, volume 4, issue 17, pages 2905-2907
Ethyl 2-Chlorooxazole-4-carboxylate: A Versatile Intermediate for the Synthesis of Substituted Oxazoles
Kevin J. Hodgetts
1
,
Mark T Kershaw
1
1
Neurogen Corporation, 35 Northeast Industrial Road, Branford, Connecticut 06405
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Publication type: Journal Article
Publication date: 2002-07-23
Journal:
Organic Letters
scimago Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
PubMed ID:
12182585
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
[reaction: see text] By using a sequence of regiocontrolled halogenation and palladium-catalyzed coupling reactions, the synthesis of variously substituted oxazoles from ethyl 2-chlorooxazole-4-carboxylate (2) was accomplished. The methodology was applied to the synthesis of a series of 2,4-disubstituted, 2,5-disubstituted, and 2,4,5-trisubstituted oxazoles.
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