Generation and reactions of novel copper carbenoids through a stoichiometric reaction of copper metal with gem-dichlorides in dimethyl sulfoxide

Y Tezuka, A Hashimoto, K Ushizaka…

Index: Tezuka, Yasuyuki; Hashimoto, Akio; Ushizaka, Koh; Imai, Kiyokazu Journal of Organic Chemistry, 1990 , vol. 55, # 1 p. 329 - 333

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Citation Number: 18

Abstract

Copper metal and such gem-dichlorides as a, a-dichloro acid esters, la-e, diphenyldichloromethane, 2, benzal chloride, 3, l, l-dichloroacetone, 4, l, l-dichloro-2-butene, 5, and carbon tetrachloride, 6, were found to undergo a stoichiometric reaction in dimethyl sulfoxide (DMSO) under a mild condition to produce copper carbenoid intermediates via a, a- elimination of dichlorides along with the formation of CUC~~(DMSO)~. Thus, 1 and 2 gave ...