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

## TL;DR

This paper introduces a new photocatalytic method for efficiently creating diverse aza-heterocycle compounds, which are important in drug discovery.

## Contribution

A novel photocatalytic cross-nucleophilic coupling method is developed for diversity-oriented synthesis of aza-heterocycles.

## Key findings

- The method enables rapid access to (homo)allylic amines and their conversion into various aza-heterocyclic scaffolds.
- Structural diversity of synthesized aza-heterocycles was analyzed using UMAP.
- Compounds like α-haloaziridines, pyrrolidines, and oxazinan-2-ones were successfully produced.

## 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).