Intramolecular photochemical arylation of N-substituted enaminones: application to synthesis of heterocyclic compounds

Abstract

The N-(2-bromophenyl)-, N-(2-bromobenzyl)-, and N-(2-bromophenethyl)-derivatives (3) of 3-aminocyclohex-2-enones and 1,2,3,3a,4,5-hexahydro-1-(2-halogeno-4,5-methylenedioxybenzyl)indol-6-ones (10) and (11) underwent photochemical cyclisation to yield the five- to seven-membered heterocyclic compounds (5) and the 3,3a,4,5-tetrahydropyrrolo[3,2,1-de]phenanthridine-1,7-(2H)-dione (13), respectively.