Expedient carbonylation of aryl halides in aqueous or neat condition

被引:33
作者
Ang, Wei Jie [1 ]
Lo, Lee-Chiang [2 ]
Lam, Yulin [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[2] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
关键词
Carbonylation; Palladacycle; Aryl halide; Boronic acid; Alcohol; PALLADIUM-CATALYZED CARBONYLATION; CARBON COUPLING REACTIONS; SUZUKI-MIYAURA; CARBOXYLIC-ACIDS; CHLORIDES; MONOXIDE; BROMIDES; ESTERS; VERSATILE; AMINOCARBONYLATIONS;
D O I
10.1016/j.tet.2014.09.065
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An expedient and versatile, microwave-assisted procedure for the carbonylation of aryl halides with boronic acids, alcohols or amines in water or under neat conditions has been developed. The reaction is catalyzed by fluorous, oxime-based palladacycle 1 that shows an excellent recyclable property and low levels of Pd leaching. To demonstrate the usefulness of the protocol, we applied it to the preparation of compounds of pharmaceutical interest, including a precursor of the reverse transcriptase inhibitor, niacin, benzocaine and butamben. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8545 / 8558
页数:14
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