A Polarity-Mismatched Photocatalytic Cross-Coupling Enables Diversity-Oriented Synthesis of aza-Heterocycles

Diversity-oriented synthesis (DOS) is an attractive approach for the design of functional molecules with (homo)allylic amines representing a particularly attractive DOS platform. Herein, we demonstrate the application of newly developed photocatalytic cross-nucleophilic coupling to provide rapid access to (homo)allylic amines, which can be smoothly converted to a range of heterocyclic scaffolds. Employing this approach, a variety of aza-heterocycles were accessed, including α-haloaziridines, pyrrolidines, and oxazinan-2-ones, with structural diversity examined by using uniform manifold approximation and projection (UMAP).