INTRAMOLECULAR PHOTOCHEMICAL REACTIONS OF N-ALKYL-5-PHENYL-4-PENTEN-1-AMINES

Article abstract of DOI:10.1016/S0040-4039(00)98053-5

Irradiation of N-alkyl-5-phenyl-4-penten-1-amines results in the formation of intramolecular styrene-amine adducts and disproportionation products.Increasing the bulk of the N-alkyl group increases the regioselectivity of N-H transfer favoring the formation of piperidine vs. pyrrolidine products and favors disproportionation vs. cyclization.