Bulletin of the Chemical Society of Japan

Intramolecular Participation of Sulfide Linkage in the Reactivity of Carbene and Diazoalkanes. I. Alkylcarbenes and Diazoalkanes Bearing Alkylthio, Arylthio, and …

I Ojima, K Kondo

Index: Ojima,I.; Kondo,K. Bulletin of the Chemical Society of Japan, 1973 , vol. 46, # 5 p. 1539 - 1545

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Citation Number: 16

Abstract

α-Alkyl-and α-arylthioalkylcarbenes were thermally or photochemically generated from the corresponding ketones according to a modification of the Bamford-Stevens method. The carbenes thus generated were found to form labile episulfonium ylides, which then rearranged to vinyl sulfides. The episulfonium ylides were trapped with diethyl maleate and dimethyl fumarate. An α-allylthioalkylcarbene was generated by the photolysis of α- ...