Nucleophilic attack on chloro(phenyl)ethyne by azide ion
Abstract
The reaction of chloro(phenyl)ethyne (1) with sodium azide in dimethyl sulphoxide gave the nucleophilic addition product (Z)-α-azido-β-chlorostyrene; phenylethynylnitrane (7) was trapped by the solvent to give N-(phenylethynyl)-S,S-dimethylsulphoximine (4), indicating the prior formation of the hitherto unknown substitution product azido(phenyl)ethyne (6).