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Addition of α,α-Difluoroiodomethyl Ketones to Alkenes with a Copper Catalyst

  • Kwak, Kyung-Chell (Department of Bionanochemistry and Basic Sciences Research Institute, Wonkwang University) ;
  • Lee, Woo-Yiel (Department of Bionanochemistry and Basic Sciences Research Institute, Wonkwang University) ;
  • Zheshan, Quan (College of Pharmacy, Yanbian University) ;
  • Lee, Young-Hang (Department of Bionanochemistry and Basic Sciences Research Institute, Wonkwang University) ;
  • Yun, Young-Gab (Department of Prescription, School of Oriental Medicine, Wonkwang University) ;
  • Kwak, Gyu-Beum (Department of New Material Science, Chonbuk Natinoal University) ;
  • Chung, Hun-Taeg (Medicinal Resources Research Center of Wonkwang University) ;
  • Kwon, Tae-Oh (College of Life Science and Natural Resources, Wonkwang University) ;
  • Chai, Kyu-Yun (Department of Bionanochemistry and Basic Sciences Research Institute, Wonkwang University)
  • Published : 2005.01.20

Abstract

The addition reactions of $\alpha$,$\alpha$-difluoroiodomethyl n-butyl ketone, α,α-difluoroiodomethyl cyclohexyl ketone, or $\alpha$,$\alpha$-difluoroiodomethyl phenyl ketone to alkenes were successfully accomplished in good yields in the presence of copper powder. The reaction was also applicable to alkenes containing a variety of functional groups such as ester, trimethylsilyl, or ether group. Acetonitrile was determined to be the best solvent in the present study and the reaction was performed at 55 ${^{\circ}C}$ for 15-22 h. This reaction provides a new, efficient and general method for the synthesis of $\alpha$,$\alpha$-difluoro functionalized ketones.

Keywords

References

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