Photochemical radical cyclization reactions with imines, hydrazones, oximes and related compounds

Abstract

Photochemical reactions are a key method to generate radical intermediates. Often under these conditions no toxic reagents are necessary. During recent years, photo-redox catalytic reactions considerably push this research domain. These reaction conditions are particularly mild and safe which enables the transformation of poly-functional substrates into complex products. The synthesis of heterocyclic compounds is particularly important since they play an important role in the research of biologically active products. In this review, photochemical radical cyclization reactions of imines and related compounds such as oximes, hydrazones and chloroimines are presented. Reaction mechanisms are discussed and the structural diversity and complexity of the products are presented. Radical intermediates are mainly generated in two ways: (1) electronic excitation is achieved by light absorption of the substrates. (2) The application of photoredox catalysis is now systematically studied for these reactions. Recently, also excitation of charge transfer complexes has been studied in this context from many perspectives.