Desulfinative Alkylation of Heteroarenes via an Electrostatic Electron Donor–Acceptor Complex
Ramkrishna Laha, Twinkle I. Patel, Matthew J. Moschitto
Abstract
Functionalized pyridine and quinoline rings are important components of numerous bioactive molecules and natural products; however, diversification of these rings often requires de novo heterocycle ring synthesis or demanding reaction conditions. We report a method for desulfinative alkylation of pyridine and quinoline N-methoxide salts that operates under both photocatalytic and electrostatic electron donor–acceptor-mediated pathways. Unlike most EDA-mediated processes, this reaction operates in the absence of light and with the desulfination of the donor compound.
Topics & Concepts
ChemistryQuinolinePyridineAlkylationRing (chemistry)AcceptorElectron acceptorMoleculeElectron donorPincer movementCombinatorial chemistryMethoxidePhotochemistryOrganic chemistryCatalysisCondensed matter physicsPhysicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods