Hydrozirconation of thioketones. A simple, convenient entry into a variety of organosulfur compounds. An interesting ether synthesis

DE Laycock, H Alper

Index: Laycock, David E.; Alper, Howard Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 289 - 293

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Citation Number: 19

Abstract

Aromatic and aliphatic thioketones undergo hydrozirconation at room temperature with (C&) 2Zr (H) C1 to give sulfurzirconium compounds, &CHSZr (Cl)(C&&. Cleavage of the latter by bromine or N-bromosuccinimide affords sulfenyl bromides, acid chlorides give thioesters, methyloxalyl chloride gives a thiooxalate, methyl vinyl ketone [catalyzed by Ni (II)] reeulta in the formation of the &keto sulfide, and carbonylation followed by bromination in alcohol ...