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

Shuai Liu | Zendy; Raphaël Achou | Zendy; Coline Boulanger | Zendy; Govind Goroba Pawar | Zendy; N. N. Bhuvan Kumar | Zendy; Jonathan Lusseau | Zendy; Frédéric Robert | Zendy; Yannick Landais | Zendy

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

Author(s) -

Shuai Liu,

Raphaël Achou,

Coline Boulanger,

Govind Goroba Pawar,

N. N. Bhuvan Kumar,

Jonathan Lusseau,

Frédéric Robert,

Yannick Landais

Publication year - 2020

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/d0cc05226d

Subject(s) - amination , catalysis , chemistry , oxidative phosphorylation , copper , medicinal chemistry , organic chemistry , combinatorial chemistry , biochemistry

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.

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