Direct Access to α,α-Difluoroacylated Arenes by Palladium-Catalyzed Carbonylation of (Hetero)Aryl Boronic Acid Derivatives

被引：70
|
作者：
Andersen, Thomas L. [1 ,2 ]
Frederiksen, Mette W. [1 ,2 ]
Domino, Katrine [1 ,2 ]
Skrydstrup, Troels [1 ,2 ]
机构：
[1] Aarhus Univ, Carbon Dioxide Activat Ctr CADIAC, Dept Chem, Gustav Wieds Vej 14, DK-8000 Aarhus C, Denmark
[2] Aarhus Univ, Interdisciplinary Nanosci Ctr INANO, Gustav Wieds Vej 14, DK-8000 Aarhus C, Denmark
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 35期
基金：
新加坡国家研究基金会;
关键词：
carbonylation; cross-coupling; fluorine; palladium; synthetic methods; DIRECT ALPHA-ARYLATION; ARYL BROMIDES; STRAIGHTFORWARD ROUTE; DIFLUOROACETAMIDATION; DIFLUOROMETHYLATION; DIFLUOROALKYLATION; PHOSPHONATES; HETEROARENES; FLUORINATION; ALKENES;
D O I：
10.1002/anie.201604152
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A palladium-catalyzed carbonylative coupling of (hetero)aryl boronates or boronic acid salts with carbon monoxide and alpha-bromo-alpha,alpha-difluoroamides and bromo-alpha,alpha-difluoroesters is described herein. The method is useful for the synthesis of a diverse selection of (hetero) aryl alpha,alpha-difluoro-beta-ketoamides and alpha,alpha-difluoro-beta-ketoesters, which are useful building blocks for the generation of functionalized difluoroacylated and difluoroalkyl arenes. The method could be further extended to a one-pot protocol for the formation of difluoroacetophenones.
引用
收藏
页码：10396 / 10400
页数：5
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