Visible-Light-Induced Photoredox 1,2-Dialkylation of Styrenes with α-Carbonyl Alkyl Bromides and Pyridin-1-ium Salts
Chong‐Hui Xu, Gui‐Fen Lv, Jing‐Hao Qin, Xinhua Xu, Jin‐Heng Li
Abstract
A visible-light-driven photoredox dialkylation of styrenes with α-carbonyl alkyl bromides and pyridin-1-ium salts for the synthesis of polysubstituted 1,4-dihydropyridines is reported. This reaction enables the formation of two new C(sp 3 )–C(sp 3 ) bonds in a single reaction step and provides a strategy that employs pyridin-1-ium salts as the functionalized alkylating reagents via dearomatization to directly trap the resulting alkyl radicals from radical addition of alkenes and then terminate the alkene dialkylation.
Topics & Concepts
ChemistryReagentAlkylAlkeneRadicalPhotoredox catalysisPhotochemistryMedicinal chemistryOrganic chemistryCatalysisPhotocatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques