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

Ricardo A. Tapia; Lorena Villalobos; Cristian Salas

doi:10.1055/s-2007-990895

SHORTPAPER

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

Ricardo A. Tapia*, Lorena Villalobos, Cristian Salas
Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 306, Santiago 2609441, Chile
Fax: +56(2)6864744; e-Mail: rtapia@puc.cl.;

Abstract

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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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Referenzen

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