Chinese Journal of Catalysis ›› 2015, Vol. 36 ›› Issue (7): 925-932.DOI: 10.1016/S1872-2067(15)60866-X

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Rh(III)-catalyzed coupling of nitrones with alkynes for the synthesis of indolines

Lingheng Kong, Fang Xie, Songjie Yu, Zisong Qi, Xingwei Li   

  1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China
  • Received:2015-04-22 Revised:2015-04-30 Online:2015-06-12 Published:2015-07-30
  • Supported by:

    This work was supported by the Dalian Institute of Chemical Physics, Chinese Academy of Sciences, and the National Natural Science Foundation of China (21272231, 21472186, 21372266).

Abstract:

Rh-catalyzed redox-neutral coupling between N-aryl nitrones and alkynes has been achieved under relatively mild conditions. The reaction proceeded via C-H activation at the N-aryl ring with subsequent O-atom transfer, affording trisubstituted indolines in good chemoselectivity and moderate to good diasteroselectivity.

Key words: Rhodium(III), Carbon-hydrogen activation, Oxygen-atom transfer, Nitrogen-aryl nitrones