4.8 Article

C-H Amination via Electrophotocatalytic Ritter-type Reaction

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 23, Pages 8597-8602

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c03718

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Funding

  1. NIGMS [R35 GM127135]

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A method for C-H bond amination via electrophotocatalytic Ritter-type reaction has been developed, catalyzed by a trisaminocyclopropenium (TAC) ion in an electrochemical cell under irradiation, converting benzylic C-H bonds to acetamides without stoichiometric chemical oxidant. The method demonstrates compatibility with a wide range of functionalities and shows successful transformation of several complex substrates.
A method for C-H bond amination via an electrophotocatalytic Ritter-type reaction is described. The reaction is catalyzed by a trisaminocyclopropenium (TAC) ion in an electrochemical cell under irradiation. These conditions convert benzylic C-H bonds to acetamides without the use of a stoichiometric chemical oxidant. A range of functionality is shown to be compatible with this transformation, and several complex substrates are demonstrated.

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