Oxidative cross-coupling of beta,beta-difluoroenol silyl ethers with nucleophiles: a dipole-inversion method to difluoroketones.
Oxidative cross-coupling of alpha-aryl-beta,beta-difluoroenol silyl ethers with heteroaromatics in the presence of Cu(OTf)(2) in wet acetonitrile proceeds smoothly, affording heteroaryldifluoromethyl aryl ketones in 61-88% yields. Alcohols also react as nucleophiles under the same conditions to provide alkoxydifluoromethyl aryl ketones in 73-80% yields. [reaction: see text]
Uneyama
Kenji
K
Department of Applied Chemistry, Faculty of Engineering, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan. uneyamak@cc.okayama-u.ac.jp
Tanaka
Hiroaki
H
Kobayashi
Satoru
S
Shioyama
Manabu
M
Amii
Hideki
H