Synthesis of 1, 4-oxathiins and 5, 6-dihydro-1, 4-oxathiins

J Mattay, C Dittmer

Index: Mattay, Jochen; Dittmer, Christel Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1894 - 1897

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Citation Number: 14

Abstract

mercapt~-3-chloro-2-propanol (l) or 2-mercaptoethanol (5), respectively, and the appropriate a-halogen ketone 2 in 61-90% yield according to a method reported by Wil~ on.~ In all cases these halogenated 1, 3-oxathiolanes partly decompose upon distillation; in some cases, rearrangement and elimination occur to give the 1, 4-oxathiin derivatives 4 or 7.* Elimination and rearrangement of the 1, 3-oxathiolanes by means of potassium tert- ...