Reactions of 2,2-dialkyl-1,2-dihydroquinolines. Part III. Reactions of 4-bromomethyl-1,2-dihydro-2,2-dimethylquinolines with nucleophiles

Abstract

Four successive bromination products of 1,2-dihydro-2,2,4-trimethylquinoline, all containing a 4-bromomethyl group, react with monofunctional nucleophiles, in the presence of acid acceptors, to give the expected products. Selective alkylation of certain bifunctional nucleophiles was possible. In the reaction with 2-dimethylaminoethanol, the 3-bromo-substituent of the tetrabromination product was also involved.