Litcius/Paper detail

Redox-Neutral Cyclization of 2-Isocyanobiaryls through Photoredox/PPh<sub>3</sub> Dual Catalysis

Xiaoting Wu, Pu Chen, Mengran Gan, Xiaochen Ji, Guo‐Jun Deng, Huawen Huang

2023Organic Letters26 citationsDOI

Abstract

The photoredox/PPh 3 -mediated cyclization of 2-isocyanobiaryls has been developed. A substantial range of functional-group-rich phenanthridine derivatives were synthesized at room temperature in a highly selective and atom-economic manner. Mechanistic studies suggested that the cyclization process is probably mediated both by Ph 3 P radical cation with key 1,2-hydride transfer and hydrogen atom generated through O–H bond homolytic cleavage of Ph 3 P–OH radical intermediate.

Topics & Concepts

ChemistryDual (grammatical number)RedoxCatalysisDual rolePhotoredox catalysisCombinatorial chemistryPhotochemistryOrganic chemistryPhotocatalysisArtLiteratureRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods