Bulletin of the Chemical Society of Japan

Copper-Mediated Nucleophilic Displacement Reactions of 1-Haloalkynes. Halogen-Halogen Exchange and Sulfonylation.

H Abe, H Suzuki

Index: Abe, Hajime; Suzuki, Hitomi Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 4 p. 787 - 798

Full Text: HTML

Citation Number: 24

Abstract

Some copper (I) and (II) compounds have been found to act as efficient reagents for the nucleophilic displacement of 1-haloalkynes. Copper (I) iodide smoothly transforms 1- bromoalkynes (2) into 1-iodoalkynes (1) which, on further treatment with copper (II) bis (arenesulfinate), are readily converted to the corresponding alkynyl aryl sulfones (4). The kinetic data of the halogen exchange between (4-chlorophenyl) ethynyl bromide (2d) and ...