Nitrile sulphide formation from the thermal fragmentation of 1, 3, 4-oxathiazoles: a retro-1, 3-dipolar cycloaddition

…, FM Robertson, JF Ross, J Crosby

Index: Paton, R. Michael; Robertson, Fiona M.; Ross, John F.; Crosby, John Journal of the Chemical Society, Chemical Communications, 1980 , # 15 p. 714 - 715

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Citation Number: 2

Abstract

Summary 1,3,4-0xathiazoles, on thermolysis, undergo retro- 1 3-dipolar cycloaddition to afford carbonyl com- pounds and nitrile sulphides, which may be trapped by cycloaddition with alkynes and nitriles ... ~,~,~-OXATHIAZOLES (1) have recently been synthesisedl by heating 1,3,4-oxathiazol -2-ones (2) in the presence of aldehydes and ketones possessing electron-withdrawing substituents , the reaction being assumed to proceed vza the initial decarboxylation of (2) to the nitrile ...