Tetrahedron

Donor substituted sulfonyl carbenes, 2: Organothio sulfonyl carbenes

K Schank, AMAA Wahab, S Bügler, P Eigen, J Jager…

Index: Schank, Kurt; Abdel Wahab, Aboel-Magd A.; Buegler, Stephan; Eigen, Peter; Jager, Juergen; Jost, Klaus Tetrahedron, 1994 , vol. 50, # 12 p. 3721 - 3742

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Citation Number: 8

Abstract

Organothio sulfonyl carbenes 3 have been generated via ylid thermolysis or via α- elimination starting from α-chloro α-organothio sulfones and their derivatives. They have been captured by suitable nucleophilic tapping reagents (diazomethane, enol ethers, and others). Their nucleophilic carbenoid precursors could be trapped by an electrophilic olefin (ketene dithioacetal S, S-dioxides as Michael acceptors). Stable carbene Z-dimers could ...