Work

Selective 6π‐Electrocyclization of N‐Vinyl‐α,β‐Unsaturated Nitrones to Prepare Polysubstituted Pyridine Derivatives

Year: 2025

Type: article

Abstract: Comprehensive Summary Herein, we have developed a facile method for the synthesis of various polysubstituted pyridine derivatives through selective 6π‐electrocyclization of N‐vinyl‐α,β‐unsaturated nitrones. It was found that gold catalysts promoted carbon‐6π‐electrocyclization of N‐vinyl‐α,β‐unsaturated nitrones to afford 6‐alkenyl pyridine N‐oxides in 43%—75% yields, whereas copper catalysts facilitated oxygen‐6π‐electrocyclization to give 6‐epoxy pyridines in 41%—83% yields. The present method features broad substrate scope, good functional group tolerance, high cyclization selectivity, and diversity of polysubstituted pyridine scaffolds.

Source: Chinese Journal of Chemistry

DOI: 10.1002/cjoc.202401287