Nickel-Catalyzed Formal Aminocarbonylation of Unactivated Alkyl Iodides with Isocyanides
Wenyi Huang, Yun Wang, Yangyang Weng, Mohini Shrestha, Jingping Qü, Yifeng Chen
Abstract
Herein, we disclose a Ni-catalyzed formal aminocarbonylation of primary and secondary unactivated aliphatic iodides with isocyanides to afford alkyl amide, which proceeds via the selective monomigratory insertion of isocyanides with alkyl iodides, subsequent β-hydride elimination, and hydrolysis process. The reaction features wide functional group tolerance under mild conditions. Additionally, the selective, one-pot hydrolysis of reaction mixture under acid conditions allows for expedient synthesis of the corresponding alkyl carboxylic acid.
Topics & Concepts
ChemistryAlkylCatalysisAmideHydrolysisNickelOrganic chemistryPrimary (astronomy)HydrideCarbonylationCarboxylic acidCombinatorial chemistryHydrogenCarbon monoxidePhysicsAstronomyChemical Synthesis and AnalysisCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions