4.7 Article

Copper-Catalyzed P-Arylation via Direct Coupling of Diaryliodonium Salts with Phosphorus Nucleophiles at Room Temperature

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 16, Pages 8176-8183

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo4012199

Keywords

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Funding

  1. Chinese National Natural Science Foundation [21173178, 21232005]
  2. National Basic Research Program of China [2012CB821600]
  3. NFFTBS [J1210014]
  4. Program for Changjiang Scholars and Innovative Research Team in University
  5. Collaborative Innovation Center of Chemistry for Energy Materials

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A new method for copper-catalyzed P-C bond formation through reaction of phosphorus nucleophiles with diaryliodonium salts at room temperature is described. Most target products are obtained with this method in high yields within a short reaction time of 10 min. It can be easily adapted to large-scale preparations. When unsymmetrical iodonium salts are employed, nucleophilic substitution occurs preferentially on the sterically hindered aromatic ring or the more electron-deficient ring.

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