4.8 Article

Ni-Catalyzed Cross-Coupling of Dimethyl Aryl Amines with Arylboronic Esters under Reductive Conditions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 42, Pages 13575-13579

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b08779

Keywords

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Funding

  1. 973 Project from the MOST [2015CB856600]
  2. NSFC [21332001, 21431008, 21761132027, 91645111]
  3. Shanghai City [18YF1401800, 18JC1411300]
  4. Fudan-SIMM Joint Research Fund

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Herein, we reported a successful Suzuki-Miyaura coupling of dimethyl aryl amines to forge biaryl skeleton via Ni catalysis in the absence of directing groups and preactivation. This transformation proceeded with high efficiency in the presence of magnesium. Preliminary mechanism studies demonstrated dual roles of magnesium: (i) a reductant that reduced Ni(II) species to active Ni(I) catalyst; (ii) a unique promoter that facilitated the Ni(I)/Ni(III) catalytic cycle.

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