Tetrahedron

Aliphatic diazo compounds: xv. formation of 1, 3-dithiolane and 1, 3-dithietane derivatives by the reaction of α-diazo ketones with carbon disulfide1

P Yates, JA Eenkhorn

Index: Yates, Peter; Eenkhorn, J.A. Tetrahedron, 1988 , vol. 44, # 11 p. 3159 - 3170

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Citation Number: 6

Abstract

Reaction of α-diazo ketones, RCOCN2R', with boiling carbon disulfide can give two major types of product: 2-alkylidene-1, 3-dithiolan-4-one derivatives (Type A) and 4-acyl-2- alkylidene-1,-3-dithetane derivatives (type B). When R'= phenyl and R= phenyl or methyl, type A but not type B products are formed. When R'= methyl and R= phenyl or methyl, both types of product are formed; in the case where R'R'methyl, a small amount of a 4-acyl-2- ...