The Preparation of β-Keto Sulfones by the Thorpe Reaction. The Acidity of β-Keto Sulfones1, 2

WE Truce, WW Bannister…

Index: Truce,W.E. et al. Journal of Organic Chemistry, 1962 , vol. 27, p. 2821 - 2828

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Citation Number: 45

Abstract

Solvents other than benzene were used with I1 (n= 4). This sulfone was treated with sodium amide in monoglyme, diglyme, and tetrahydrofuran, and with potassium t-butoxide in diglyme. With either base in diglyme (as well as after prolonged refluxing in benzene) a small amount of polymeric material was obtained along with starting material, after acidification. Presumably, insolubility of the metalated intermediates in the solvents ...