Litcius/Paper detail

Organic Photoredox Catalytic Difluoroalkylation of Unactivated Olefins to Access Difluoro-Containing Tetrahydropyridazines

Jun Sun, Yu Wei, Ting Lv, Chaodong Wang, Shengjie Song, Jiadi Zhou, Jianjun Li

2024Organic Letters28 citationsDOI

Abstract

Herein, we disclose a readily available phenothiazine derivative as an organocatalyst, which upon excitation with 371 nm light acquires a strongly reducing power and serves to induce the radical cascade difluoromethylation/cyclization reaction of N -homoallylacetohydrazides. A variety of CF 2 COR-tetrahydropyridazines have been obtained in moderate to excellent yields. This catalytic platform proceeds under metal-free conditions with a wide substrate scope and broad functional group compatibility, which unlocks the new reactivity of phenothiazine derivatives and adds significant synthetic value to N -heterocycles.

Topics & Concepts

ChemistryCatalysisOrganic chemistryCombinatorial chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques