Issue 85, 2020

Copper-catalyzed oxidative benzylic C(sp3)–H amination: direct synthesis of benzylic carbamates

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.

Graphical abstract: Copper-catalyzed oxidative benzylic C(sp3)–H amination: direct synthesis of benzylic carbamates

Supplementary files

Article information

Article type
Communication
Submitted
31 Jul 2020
Accepted
18 Sep 2020
First published
18 Sep 2020

Chem. Commun., 2020,56, 13013-13016

Copper-catalyzed oxidative benzylic C(sp3)–H amination: direct synthesis of benzylic carbamates

S. Liu, R. Achou, C. Boulanger, G. Pawar, N. Kumar, J. Lusseau, F. Robert and Y. Landais, Chem. Commun., 2020, 56, 13013 DOI: 10.1039/D0CC05226D

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