4.7 Article

Hydrophosphinylation of Unactivated Terminal Alkenes Catalyzed by Nickel Chloride

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 78, 期 13, 页码 6599-6608

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AMER CHEMICAL SOC
DOI: 10.1021/jo4008749

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资金

  1. National Science Foundation [0953368]
  2. Robert A. Welch Foundation [P-1666]
  3. Texas Christian University Invest in Scholarship (TCU-IS) Program
  4. Division Of Chemistry
  5. Direct For Mathematical & Physical Scien [0953368] Funding Source: National Science Foundation

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The room-temperature hydrophosphinylation of unactivated monosubstituted alkenes using phosphinates (ROP(O)H-2) and catalytic NiCl2 in the presence of dppe is described. The method is competitive with prior palladium-catalyzed reactions and uses a much cheaper catalyst and simple conditions. The scope of the reaction is quite broad in terms of unactivated terminal olefins, proceeds at room temperature, often avoids chromatographic purification, and allows one-pot conversion to various organophosphorus compounds.

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