4.8 Article

Copper-Mediated Oxidative Coupling of Benzamides with Maleimides via Directed C-H Cleavage

Journal

ORGANIC LETTERS
Volume 17, Issue 16, Pages 4034-4037

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01940

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Funding

  1. JSPS KAKENHI [15K13696, 15H05485, 24225002]
  2. Grants-in-Aid for Scientific Research [15H05485, 25620084, 15K13696] Funding Source: KAKEN

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A Cu(OAc)(2)/Cy2NMe-mediated oxidative direct coupling of benzamides with maleimides has been developed. The aromatic C-H alkenylation with the aid of an 8-aminoquinoline-based bidentate directing group is followed by an intramolecular aza-Michael-type addition to form the isoindolone-incorporated spirosuccinimides, which are of potent interest in medicinal chemistry.

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