4.7 Article

Palladium-Catalyzed C(sp2)-N Bond Cross-Coupling with Triaryl Phosphates

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 10, Pages 6366-6376

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00703

Keywords

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Funding

  1. Hong Kong Polytechnic University Start-up Fund [1-BE0Z]
  2. Shenzhen Strategic New Industry Development Research Fund of Shenzhen Science, Technology and Innovation Commission (SZSTI) [JCYJ20180306173843318]

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The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(pi-cinnamyl)Cl](2) enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

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