Visible Light-Induced Radical-Cascade Difluoroalkylation/Cyclization of Unsaturated Aldehyde Hydrazones for the Synthesis of Difluoroalkylated Dihydropyrazoles and Tetrahydropyridazines
Hui Chen, Kaifa Zhang, Kun Xia, Yu Li, Ziwei Shan, S. Zhang, Yonghong Zhang, Ablimit Abdukader
Abstract
Visible light-induced radical 5/6- endo-trig difluoroalkylation/cyclization of N -allyl and homoallyl aldehyde hydrazones with various fluoroalkyl bromides has been achieved. The reaction was carried out with alkyl difluoroacetates and difluoroacetamide as difluoroalkylation reagents and Eosin Y as an organic photocatalyst. Various difluoroalkylated dihydropyrazoles and tetrahydropyridazines were obtained under metal-free and mild conditions.
Topics & Concepts
ChemistryAldehydeCascadeRadical cyclizationPhotochemistryHydrazoneOrganic chemistryCatalysisChromatographyFluorine in Organic ChemistryRadical Photochemical ReactionsSynthesis and Biological Evaluation