Oxidative Cross-Coupling of β,β-Difluoroenol Silyl Ethers with Nucleophiles:  A Dipole-Inversion Method to Difluoroketones

Oxidative cross-coupling of α-aryl-β,β-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 alkoxydi...

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Bibliographic Details
Published in:Organic letters 2004-08, Vol.6 (16), p.2733-2736
Main Authors: Uneyama, Kenji, Tanaka, Hiroaki, Kobayashi, Satoru, Shioyama, Manabu, Amii, Hideki
Format: Article
Language:English
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Summary:Oxidative cross-coupling of α-aryl-β,β-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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol049055m