Palladium-catalyzed α-arylation of benzylic phosphonates

Org Lett. 2014 Mar 7;16(5):1446-9. doi: 10.1021/ol5002413. Epub 2014 Feb 12.

Abstract

A new synthetic route to access diarylmethyl phosphonates is presented. The transformation enables the introduction of aromatic groups on benzylic phosphonates via a deprotonative cross-coupling process (DCCP). The Pd(OAc)2/CataCXium A-based catalyst afforded a reaction between benzyl diisopropyl phosphonate derivatives and aryl bromides in good to excellent isolated yields (64-92%).

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Hydrocarbons, Brominated / chemistry
  • Molecular Structure
  • Organophosphonates / chemical synthesis*
  • Organophosphonates / chemistry
  • Palladium / chemistry*

Substances

  • Hydrocarbons, Brominated
  • Organophosphonates
  • Palladium