C–P Coupling by Decarboxylation

  • Author: ChemViews
  • Published Date: 16 April 2011
  • Source / Publisher: Chemistry - A European Journal/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: C–P Coupling by Decarboxylation

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C—P bond construction is important in the synthesis of modified nucleosides, nucleotides, and other phosphine-containing ligands for use in catalysis or, as in the case of nucleoside analogues, to treat viral infections and cancer. Most cross-coupling routes to C—P bonds can only use aryl iodides as coupling partners.

Yong-Min Liang and co-workers, Lanzhou University, China, have reported a way to make C—P bonds via a copper-catalyzed decarboxylative coupling with R2P(O)H. This allowed alkenyl acids, alkynyl acids, and N-benzylproline to be used as coupling partners. This method also exhibits the best regio- and chemoselectivity reported so far for C—P coupling. It demonstrated good functional-group tolerance and good scale-up possibilities.

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Magazine of Chemistry Europe (16 European Chemical Societies) published by Wiley-VCH