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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 26, Number 1
BKCSDE 26(1)
January 20, 2005 

Addition of α, α-Difluoroiodomethyl Ketones to Alkenes with a Copper Catalyst
Kyung Chell Kwak, Woo-Yiel Lee, Quan Zheshan, Young Hang Lee, Young-Gab Yun, Gyu Beum Kwak, Hun-Taeg Chung, Tae-Oh Kwon, Kyu Yun Chai*
α,α-Difluoroiodomethyl ketone derivatives, Copper catalyst
The addition reactions of α,α-difluoroiodomethyl n-butyl ketone, α,α-difluoroiodomethyl cyclohexyl ketone, or α,α-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 oC for 15-22 h. This reaction provides a new, efficient and general method for the synthesis of α,α-difluoro functionalized ketones.
97 - 102
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