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Synthesis 2004(1): 97-105
DOI: 10.1055/s-2003-44348
DOI: 10.1055/s-2003-44348
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis and Reactivity of 2-Acyl-1,3-selenazoles
Further Information
Received
8 July 2003
Publication Date:
19 November 2003 (online)
Publication History
Publication Date:
19 November 2003 (online)
Abstract
2-Acyl-1,3-selenazoles were prepared in two steps from α-bromoketones and seleno amides. The base mediated fragmentation of these compounds afforded 2-unsubstituted 1,3-selenazoles. The reaction of 2-acyl-1,3-selenazoles with hydroxylamine hydrochloride afforded oximes which were transformed into 2-carbamoyl-1,3-selenazoles by a regioselective Beckmann rearrangement.
Key words
cyclization - fragmentation - selenium heterocycles - rearrangement - 1,3-selenazoles
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