1,4-Carboamination of Bromoarenes

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Pd-Catalyzed 1,4-Carboamination of Bicyclic Bromoarenes with Diazo Compounds and Amines
Qikun Wu, Kei Muto, and Junichiro Yamaguchi
Org. Lett. 2022, ASAP.
DOI: 10.1021/acs.orglett.2c01233

A palladium-catalyzed 1,4-carboamination of bromoarenes with diazo compounds and amines was developed. This reaction proceeds through a palladium-carbene that then generates a π-benzylpalladium intermediate, forming ipso C–C and para C–N bonds on bromoarenes in a regioselective manner. The successful application of this transformation to the rapid synthesis of an antitumor agent demonstrates its synthetic utility.

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