Copper-catalyzed oxidative benzylic C(sp<sup>3</sup>)–H amination: direct synthesis of benzylic carbamates
Shuai Liu, Raphaël Achou, Coline Boulanger, Govind Goroba Pawar, N. N. Bhuvan Kumar, Jonathan Lusseau, Frédéric Robert, Yannick Landais
Abstract
A new efficient strategy to access benzylic carbamates through C-H activation is reported. The use of a catalytic amount of a Cu(i)/diimine ligand in combination with NFSI ((PhSO2)2NF) or F-TEDA-PF6 as oxidants and H2NCO2R as an amine source directly leads to the C-N bond formation at the benzylic position. The mild reaction conditions and the broad substrate scope make this transformation a useful method for the late-stage incorporation of a ubiquitous carbamate fragment onto hydrocarbons.
Topics & Concepts
AminationCatalysisChemistryOxidative phosphorylationCopperMedicinal chemistryOrganic chemistryCombinatorial chemistryBiochemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques