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Palladium-Catalyzed α-Arylation of Benzylic Phosphonates

Sonia Montel, Ludovic Raffier, Yuying He and Patrick J. Walsh*

*Roy and Diana Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: pwalshsas.upenn.edu

S. Montel, L. Raffier, Y. He, P. J. Walsh, Org. Lett., 2014, 16, 1446-1449.

DOI: 10.1021/ol5002413 (free Supporting Information)


Abstract

A deprotonative cross-coupling process (DCCP) enables a new synthetic route to access diarylmethyl phosphonates via introduction of aromatic groups on benzylic phosphonates. A catalytic system based on Pd(OAc)2/CataCXium A allows a reaction between benzyl diisopropyl phosphonate derivatives and aryl bromides in very good isolated yields.

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Palladium-Catalyzed α-Arylation of Benzylic Phosphine Oxides

S. Montel, T. Jia, P. J. Walsh, Org. Lett., 2014, 16, 130-133.


Key Words

α-Arylation, Phosphonates


ID: J54-Y2014