Ethyl 2-Chlorooxazole-4-carboxylate:  A Versatile Intermediate for the Synthesis of Substituted Oxazoles

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-disubstitu...

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Bibliographic Details
Published in:Organic letters 2002-08, Vol.4 (17), p.2905-2907
Main Authors: Hodgetts, Kevin J, Kershaw, Mark T
Format: Article
Language:English
Subjects:
Alkylating Agents
Biological Factors - chemical synthesis
Halogens - chemistry
Oxazoles - chemical synthesis
Oxazoles - chemistry
Palladium - chemistry
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0262800