The Journal of Organic Chemistry

Chemistry of sulfoxides and related compounds. XXIII. 3-Substituted thietanes. Synthesis and oxidation to sulfoxides

WO Siegl, CR Johnson

Index: Siegl,W.O.; Johnson,C.R. Journal of Organic Chemistry, 1970 , vol. 35, p. 3657 - 3663

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Citation Number: 25

Abstract

A method is reported which appears to be general for the synthesis of 3-aryl and 3- alkylthietanes from the readily available aryl methyl and alkyl methyl ketones. The cycloaddition product of sulfene and the appropriate enamine is reduced to the desired 3- aryl-or 3-alkylthietane in three steps. Thietanes deuterated in the 01 position could be prepared by exchange under mild conditions at the sulfone stage. The oxidation of 3- ...