The chemical effects of γ-radiation on organic systems. Part XV. Formation of quinoline derivatives by the radiolysis or photolysis of aromatic tertiary amines in the presence of olefins or conjugated olefins

Abstract

γ-Irradiation or photolysis of NN-dimethylaniline in the presence of N-phenylmaleimide yields 1,2,3,4-tetrahydro-1-methylquinoline-3,4-N-phenyldicarboximide, through a radical reaction. A similar reaction occurs with other NN-dialkylanilines, N-phenylpyrrolidine, or N-phenylpiperidine in the presence of olefinic compounds such as N-phenylmaleimide, diethyl maleate, cyclohexene, or cyclopentene.