Over the past years, impressive progress has been made in the development of organic photoredox catalytic cascade reactions without the participation of expensive and toxic transition metals under visible light irradiation. These transformations highly depend on the in situ generation of various radical species in the photoredox catalytic cycles. Numerous chemically and biomedically valuable building blocks have been synthesized through this efficient and sustainable protocol. In this review, we highlight the recent progress in this blooming area by presenting a series of new catalytic cascade reactions mediated by organic photoredox catalysts and describe their mechanisms and applications which have appeared in the recent literature.
A protocol for the chemically divergent synthesis of β-lactams and α-amino acid derivatives with isothiourea (ITU) catalysis by switching solvents was developed. The stereospecific Mannich reaction occurring between imine and C(1)-ammonium enolate generated zwitterionic intermediates, which underwent intramolecular lactamization and afforded β-lactam derivatives when DCM and CH3CN were used as solvents. However, when EtOH was used as the solvent, the intermediates underwent an intermolecular esterification reaction, and α-amino acid derivatives were produced. Detailed mechanistic experiments were conducted to prove that these two kinds of products came from the same intermediates. Furthermore, chemically diversified transformations of β-lactam and α-amino acid derivatives were achieved.