Abstract

Abstract Tetraalkyl orthocarbonates 1 were demonstrated to serve as potent cyclodehydrating agents for 2-mercaptoalkanols 2 to give the corresponding thiirans in good yields in acid-catalyzed reactions in aprotic solvents. Effects of catalysts, solvents, and alkyl substituents of 1 were examined. Activity of the acid catalysts depended on their acidity (pKa), and the strong Lewis acid BF3·OEt2 also had high catalytic activity. Effects of solvents and alkyl substituents of 1 were little observed.

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