Radical cation Diels–Alder reaction between indoles and exocyclic 1,3-dienes with incorporated intentional cleaving points

Abstract

A photoinduced electron transfer catalyzed radical cation Diels–Alder reaction between exocyclic dienes, containing an N–O or N–N bond as an intentional cleaving point in the ring moiety, and indoles yields, after cleavage of the N–O or N–N bond, highly functionalized tetrahydrocarbazole derivatives, products of a formal Diels–Alder reaction between indole and open chain 1,3-dienes.