Visible-Light-Driven Iron-Catalyzed Decarboxylative C–N Coupling Reaction of Alkyl Carboxylic Acids with NaNO<sub>2</sub>
Shilei Yang, Yi Wang, XU Wen-yao, Xiao Tian, Ming Bao, Xiaoqiang Yu
Abstract
An efficient visible-light-driven iron-catalyzed decarboxylative C–N coupling reaction of alkyl carboxylic acids with NaNO 2 under mild conditions was developed. The reaction proceeds under photosensitizer-free conditions and features good to excellent yields, broad functional group tolerance, and an easy operation procedure. Preliminary mechanistic investigations showed that visible-light-driven iron catalysis not only achieved oxidative decarboxylation of alkyl carboxylic acids to alkyl radicals but also promoted the reduction of NO 2 – to NO, thus leading to the C–N radical coupling reaction.
Topics & Concepts
ChemistryCatalysisAlkylNano-Coupling (piping)DecarboxylationCoupling reactionVisible spectrumOrganic chemistryChemical engineeringOptoelectronicsPhysicsEngineeringMechanical engineeringRadical Photochemical ReactionsCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods