4.8 Article

β-Ketophosphonate Formation via Aerobic Oxyphosphorylation of Alkynes or Alkynyl Carboxylic Acids with H-Phosphonates

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ORGANIC LETTERS
卷 17, 期 7, 页码 1786-1789

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00574

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资金

  1. National Science Foundation of China [21202049]
  2. Recruitment Program of Global Experts (1000 Talents Plan)
  3. Fujian Hundred Talents Plan, National Key Basic Research Program of China [2013CB921800]
  4. CAS [XDB01030400]
  5. Program for Innovative Research Team of Huaqiao University

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A synergistic Cu/Fe-catalyzed aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonate is disclosed. The useful beta-ketophosphonate products were obtained in good yields under oxygen atmosphere in a novel way. This reaction exhibits a wide substrate scope, and the mechanistic experiments indicate that a radical mechanism forms both C-P and C=O bonds simultaneously. This mechanism contrasts existing aerobic difunctionalization of alkynes.

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