HETEROCYCLES

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■ A Synthesis of a Novel Heterocyclic System: 2H-Furo[3,2-b][1,4]benzothiazin-2-one

Anton V. Dolzhenko and Wai-Keung Chui*

*Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore

Abstract

A synthesis of 3-methyl-2H-furo[3,2-b][1,4]benzothiazin-2-ones (10a,b) is described. o-Aminothiophenols (1a,b) undergo condensation with citraconic anhydride followed by cyclization and oxidation of the resulting 2-(3,4-dihydro-2H-1,4-benzothiazin-2-yl)propanoic acids (5) with thionyl chloride gives moderate yield of 10a,b.