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Exploiting the Bis-Nucleophilicity of α-Aminoboronates: Copper-Catalyzed, Intramolecular Aminoalkylations of Bromobenzoyl Chlorides

Aaron M. Dumas*, Adrian J. Sieradzki and Liam J. Donnelly

*Department of Process Chemistry, Merck Sharp and Dohme Ltd., Hertford Road, Hoddesdon EN11 9BU, United Kingdom, Email: aaron.michael.dumasgmail.com

A. M. Dumas, A. J. Sieradzki, L. J. Donnelly, Org. Lett., 2016, 18, 1848-1851.

DOI: 10.1021/acs.orglett.6b00586


Abstract

An acylation/arylation reaction of α-aminoboronate salts with 2-bromobenzoyl chlorides provides isoindolinones in very good yields under mild conditions via an intramolecular, Cu-catalyzed sp3-sp2 coupling.

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Key Words

isoindolinones


ID: J54-Y2016