Nickel-Catalyzed Deaminative Alkyl–Alkyl Cross-Coupling of Katritzky Salts with Cyclopropanols: Merging C–N and C–C Bond Activation
Xingjie Zhang, Shilin Cui, Shuxin Wei, Mengge Zhao, Xiaopan Liu, Guisheng Zhang
Abstract
Herein, we report a general and practical nickel-catalyzed deaminative alkylation of Katritzky salts with cyclopropyl alcohols via merging C-N and C-C bond activation. This protocol enables the formation of an alkyl-alkyl bond along with the generation of a versatile ketone functional group in a single operation, thus providing a convenient approach for accessing β-alkyl ketones. This reaction is distinguished by its high functional group tolerance, broad substrate scope, and efficient late-stage derivatization of complex bioactive molecules.
Topics & Concepts
ChemistryAlkylFunctional groupAlkylationCatalysisNickelCombinatorial chemistrySubstrate (aquarium)DerivatizationMedicinal chemistryOrganic chemistryPolymerHigh-performance liquid chromatographyOceanographyGeologyCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Alkyne Reactions