Work

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

Year: 2026

Type: article

Abstract: 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).

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c04971

Authors: Joanna Urbańczyk, Aidan P. McKay, David B. Cordes, Tomas Lebl, Miles H. Aukland, Allan J. B. Watson

Institutions: University of St Andrews, University of Edinburgh, AstraZeneca (United Kingdom)

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: AstraZeneca UK, AstraZeneca, Engineering and Physical Sciences Research Council