Radical/Iminium Domino Strategy (RIDS) for Rapid Construction of Sterically Congested γ-Lactam-Based Multiheterocycles.

Abstract

Cu-Catalyzed radical/iminium domino strategy (RIDS) for the efficient synthesis of quaternary-carbon-containing γ-lactam-based multiheterocyclic structures from α-bromocarboxamides is reported. This domino reaction strategy enables the construction of multiheterocycles in one step. Mechanistic studies showed that two catalytically generated iminiums are likely to be key intermediates in the catalytic cycle. The developed method can be used in a chemoselective manner to produce multicyclic products in the reaction with ketones possessing two different carbonyls.