Chlorination and ortho-acetoxylation of 2-arylbenzoxazoles

被引：51

作者：

Leng, Yuting ^{[1
]}

Yang, Fan ^{[1
]}

Zhu, Weiguo ^{[1
]}

Wu, Yangjie ^{[1
]}

Li, Xiang ^{[1
]}

机构：

[1] Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 14期

基金：

中国国家自然科学基金;

关键词：

C-H BOND; CATALYZED DIRECT ARYLATION; CARBON-HYDROGEN BONDS; ARYL CHLORIDES; SCHIFFS BASES; METHYL-GROUPS; ACTIVATION; FUNCTIONALIZATION; SP(2); BENZOXAZOLES;

D O I：

10.1039/c1ob05223c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient and facile catalytic protocols for chlorination and ligand-directed ortho-acetoxylation of 2-arylbenzoxazoles have been developed. The chlorination is not a ligand-directed ortho-functionalization, but an electrophilic substitution process in the benzo ring of the benzoxazole moiety. Meanwhile, the acetoxylation exhibited high regioselectivity for the substrates containing a meta-substituent and occurred at the less sterically hindered ortho-C-H bond of the directing group.

引用

页码：5288 / 5296

页数：9

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