alpha-Fluoroalkylation of carbonyl compounds mediated by a highly reactive alkyl-rhodium complex

作者：Sato Kazuyuki; Yamazoe Satoshi; Akashi Yukiko; Hamano Tetsuya; Miyamoto Arisa; Sugiyama Shuhei; Tarui Atsushi; Omote Masaaki; Kumadaki Itsumaro; Ando Akira^*

来源：Journal of Fluorine Chemistry, 2010, 131(1): 86-90.

DOI：10.1016/j.jfluchem.2009.10.012

• alpha-Fluoroalkylation
• Rhodium
• Silyl enol ether
• alpha-Position

Treatment of silyl enol ethers of various carbonyl compounds with Et(2)Zn and fluoroalkyl halides (R(f)-X) in the presence of RhCl(PPh(3))(3) in DME gave the corresponding alpha-R(f) carbonyl corn pounds. A highly reactive alkyl-rhodium complex Which was derived from RhCl(PPh(3))(3) and Et(2)Zn must be crucial in this reaction by accelerating the reaction rate and improving the yields dramatically. This reaction overcomes difficulties on the synthesis of alpha-R(f) carbonyl compounds due to inverse polarization of R(f)-X.

• 出版日期2010-1