The Journal of Organic Chemistry

Exploitation of intramolecular photochemical arylation of N-substituted enaminones. Efficient, general synthesis of heterocyclic compounds

H Iida, Y Yuasa, C Kibayashi

Index: Iida,H. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 1236 - 1241

Full Text: HTML

Citation Number: 29

Abstract

A general and facile photochemical method for the introduction of aryl groups into the enaminone system and its use in preparing heterocyclic compounds of varying ring sizes have been developed. Upon the photolysis of the N-phenyl (3a, 3b, and 5), N-benzyl (3c and 71, and N-phenethyl (3d and 9) enaminones, intramolecular C-arylation proceeds to give the carbazoles (4a, 4b, and 6), the phenanthridines (9 and lo), and the benzazepines (12 ...