4.4 Article

Polyaniline-Supported Copper-Catalyzed Buchwald-Hartwig Couplings of Pyrimidin-2-amines

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 40, Issue 8, Pages 2570-2574

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc202003044

Keywords

polyaniline; copper; catalysis; Buchwald-Hartwig coupling; ligand-free

Funding

  1. Natural Science Foundation of Jiangsu Province [BK20181449]
  2. Jiangsu Provincial Six Talent Peaks Project [XCL-090]
  3. Priority Academic Program Development of Jiangsu Higher Education Institutions

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Buchwald-Hartwig couplings can modify the pyrimidin-2-amines. Since the pyrimidin-2-amine structures widely exist in medicines, the reaction is of significant industrial application values. The polyaniline-supported copper catalyst (Cu@PANI) was synthesized via the oxidative polymerization of aniline in the presence of copper salt and it could catalyze the Buchwald-Hartwig couplings of pyrimidin-2-amines. Since the nitrogen in polyaniline could well coordinate with copper, the reaction did not require additional ligands and occurred at relatively high catalyst turnover numbers (TONs). As a heterogeneous catalyst, Cu@PANI could be recycled and reused to reduce the cost of catalyst, and meet the requirements of industrial application.

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