Palladium-catalyzed ortho-acylation of 2-arylbenzoxazoles

被引：31
|
作者：
Zhang, Qian [1 ]
Li, Chao [1 ]
Yang, Fan [1 ]
Li, Jingya [1 ]
Wu, Yangjie [1 ]
机构：
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China
来源：
TETRAHEDRON | 2013年 / 69卷 / 01期
基金：
中国国家自然科学基金;
关键词：
Acylation; Palladium catalysis; 2-Arylbenzoxazole; C-H activation; C-H BOND; ORTHO-ARYLATION; DERIVATIVES; PD; FUNCTIONALIZATION; ACTIVATION; ALDEHYDES; KETONES; ACCESS;
D O I：
10.1016/j.tet.2012.10.033
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and facile catalytic protocol for benzoxazole-directed ortho-acylation of 2-arylbenzoxazoles has been described using aldehydes as the easily accessible acyl source. This catalytic system was performed in the presence of tert-butyl hydroperoxide (TBHP) as the oxidant in chlorobenzene, affording the acylated 2-arylbenzoxazoles in moderate to good yields. The acylation exhibited high regioselectivity for the substrates containing a meta-substituent in the benzene ring and typically occurred at the less sterically hindered ortho-C-H bond of the directing group. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：320 / 326
页数：7
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