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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 16
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Original Articles

Electrophilic Aromatic Aroylation with CF3‐Bearing Arenecarboxylic Acid Derivatives: Reaction Behavior and Acidic Mediator Dependence

Okamoto Akiko Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan
,
Maeyama Katsuya Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan
,
Oike Hideaki Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan
&
Yonezawa Noriyuki Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, Koganei, Tokyo, JapanCorrespondence[email protected]
Pages 2701-2715 | Received 28 Dec 2006, Published online: 14 Aug 2007
 
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Abstract

Triflic acid (TfOH) has been proven to be effective as a tolerant acidic mediator in electrophilic aromatic aroylation with CF3‐bearing aroyl chlorides. The TfOH‐mediated aroylation of fluorobenzene proceeds with high selectivity to give CF3‐bearing aryl fluorophenyl ketones in good yields, which are hardly obtained with the aid of AlCl3 or direct condensation reagents.

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