Chinese Journal of Catalysis ›› 2013, Vol. 34 ›› Issue (4): 679-683.DOI: 10.1016/S1872-2067(12)60584-1

• Communications • Previous Articles     Next Articles

Rh(III)-catalyzed oxidative synthesis of pyrazoles from azomethines and acrylamides

ZHEN Wencuia,b, DU Zhengyina, LI Xingweib   

  1. a Key Laboratory of Eco-Environment-Related Polymer Materials of Ministry of Education, Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, Gansu, China;
    b Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China
  • Received:2013-02-13 Revised:2013-03-25 Online:2013-04-23 Published:2013-04-24

Abstract:

A cationic Rh(III) complex has been developed to catalyze the oxidative coupling of azomethine imines to acrylamides, to give trisubstituted pyrazoles in moderate yield. In this process, the olefinic C-H bond of the acrylamide undergoes C-H activation, and the reaction subsequently proceeds via a different selectivity to that reported for the coupling of acrylate esters.

Key words: Rhodium(III), C-H bond activation, Acrylamide, Azomethine, C-N coupling, Pyrazole