Aryne formation from 1-(3′-Carboxyaryl)-3,3-dim ethyl trianzenes

Article abstract of DOI:10.1016/0040-4020(95)00115-O

A study of the decomposition of 1-(2′-carboxyphenyl)-3,3-dimethyltriazene and the tetrabromoand tetrachloro- analogues showed that the arenediazonium-2-carboxylates were intermediates in the formation of the corresponding arynes: the 1-(2′-carboxyteirahalophenyl)-3,3-dimethyltriazenes are stable precursors that enable cycloaddition reactions of the tetrahalobenzynes to be carried out in acceptable yields using substrates such as N-methylpyrrole,p-xylene and m-dimethoxybenzene.