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Synthesis 2007(24): 3773-3775
DOI: 10.1055/s-2007-990895
DOI: 10.1055/s-2007-990895
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
A Convenient Preparation of 7-Bromo-2H-1,4-benzothiazine-3,5,8(4H)-trione and Its Application in the Synthesis of the Conaquinone B Skeleton
Further Information
Received
11 May 2007
Publication Date:
15 November 2007 (online)
Publication History
Publication Date:
15 November 2007 (online)
Abstract
7-Bromo-2H-1,4-benzothiazine-3,5,8(4H)-trione was synthesized by reaction of 5-bromo-2-nitro-1,4-benzoquinone with methyl thioglycolate followed by reductive cyclization and oxidation. The Diels-Alder reaction of the product quinone with myrcene afforded the expected naphthothiazine.
Key words
natural products - quinines - Diels-Alder reactions - heterocycles - nitro compounds
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