Palladium-catalyzed C(sp(3))-H activation: a facile method for the synthesis of 3,4-dihydroquinolinone derivatives

Angew Chem Int Ed Engl. 2014 May 5;53(19):4945-9. doi: 10.1002/anie.201402562. Epub 2014 Apr 6.

Abstract

3,4-Dihydroquinolinones were synthesized by the palladium-catalyzed, oxidative-addition-initiated activation and arylation of inert C(sp(3) )H bonds. Pd(OAc)2 and P(o-tol)3 were used as the catalyst and ligand, respectively, to improve the efficiency of the reaction. A further advantage of this reaction is that it could be performed in air. A relatively rare seven-membered palladacycle was proposed as a key intermediate of the catalytic cycle.

Keywords: CH activation; dihydroquinolinones; palladacycles; palladium; synthetic methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Palladium / chemistry*
  • Quinolones / chemistry*

Substances

  • Quinolones
  • Palladium