Reactions of organic anions. Part 180. Orientation of the carbanion attack of chloromethyl p-tolyl sulphone on 1-cyanonaphthalene derivatives

Abstract

The carbanion of chloromethyl p-tolyl sulphone reacts with cyanonaphthalene derivatives to give bis-annulated products and/or S_NAr products and/or products of nucleophilic substitution of hydrogen depending on the structure of the substrates and on reaction conditions. The orientation of the initial carbanion attack is discussed.