BI-OAc-Accelerated C3–H Alkylation of Quinoxalin-2(1<i>H</i>)-ones under Visible-Light Irradiation
Xiang‐Kui He, Juan Lü, Aijun Zhang, Qingqing Zhang, Guoyong Xu, Jun Xuan
Abstract
An efficient, photoredox-catalyst-free radical alkylation of quinoxalin-2(1H)-ones has been described. This reaction utilizes 4-alkyl-1,4-dihydropyridines (R-DHPs) as alkyl radical precursors and acetoxybenziodoxole (BI-OAc) as an electron acceptor to undergo single-electron transfer with photoexcited R-DHPs. The benign conditions allow for good compatibility in the scope of both quinoxalin-2(1H)-ones and R-DHPs. The synthetic value of the protocol was also demonstrated by the successful functionalization of natural products and drug-based complex molecules
Topics & Concepts
ChemistryAlkylationIrradiationMedicinal chemistryPhotochemistryCombinatorial chemistryOrganic chemistryCatalysisPhysicsNuclear physicsRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsFluorine in Organic Chemistry