Beilstein journal of organic chemistry

Facile synthesis of benzothiadiazine 1, 1-dioxides, a precursor of RSV inhibitors, by tandem amidation/intramolecular aza-Wittig reaction

KC Majumdar, S Ganai

Index: Majumdar, Krishna C.; Ganai, Sintu Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 503 - 509

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Citation Number: 8

Abstract

Abstract Reaction of o-azidobenzenesulfonamides with ethyl carbonochloridate afforded the corresponding amide derivatives, which gave 3-ethoxy-1, 2, 4-benzothiadiazine 1, 1- dioxides through an intramolecular aza-Wittig reaction. The reaction was found to be general through the synthesis of a number of benzothiadiazine 1, 1-dioxides. Acid-catalyzed hydrolysis of 3-ethoxy-1, 2, 4-benzothiadiazine 1, 1-dioxides furnished the 2-substituted ...