Synthesis 2012; 44(24): 3815-3821
DOI: 10.1055/s-0032-1317526
paper
© Georg Thieme Verlag Stuttgart · New York

[RuH2(PPh3)4]-Catalyzed Michael Addition Reaction of α-Fluoronitroalkanes

Authors

  • Qi Wang

    a   Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China   Fax: +86(21)64253074   Email: yxj@ecust.edu.cn
  • Qing-Yun Chen

    b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Fax: +86(21)64166128   Email: yguo@sioc.ac.cn
  • Xianjin Yang*

    a   Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China   Fax: +86(21)64253074   Email: yxj@ecust.edu.cn
  • Yong Guo*

    b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Fax: +86(21)64166128   Email: yguo@sioc.ac.cn
Further Information

Publication History

Received: 03 September 2012

Accepted after revision: 14 October 2012

Publication Date:
09 November 2012 (online)


Graphical Abstract

Preview

Abstract

The Michael addition reactions of α-fluoronitroalkanes with various electron-deficient olefins were realized by catalysis of low-valence ruthenium species through Csp3-H activation, providing a useful way to construct a fluorinated quaternary carbon center. The reactions were carried out under neutral conditions, affording the desired products in moderate to excellent yields.

Supporting Information