One-pot synthesis of 2-arylbenzoxazole derivatives via Cu(I) catalyzed C-N/C-O coupling of N-(2-chloro-phenyl)-2-halo-benzamides and primary amines

被引：13

作者：

Miao, Dazhuang ^{[1
]}

Shi, Xuesong ^{[1
]}

He, Guozhen ^{[1
]}

Tong, Yao ^{[1
]}

Jiang, Zengqiang ^{[1
]}

Han, Shiqing ^{[1
,2
]}

机构：

[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, Nanjing 211816, Jiangsu, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 03期

基金：

国家高技术研究发展计划(863计划);

关键词：

Copper catalyst; Benzoxazole derivatives; C-Heteroatom bond formation; One-pot; N-ARYLATION; TANDEM SYNTHESIS; FACILE SYNTHESIS; ARYL HALIDES; EFFICIENT; BENZIMIDAZOLES; BENZOXAZOLES; MILD; BENZOTHIAZOLES; HETEROCYCLES;

D O I：

10.1016/j.tet.2014.12.008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-(2-Chloro-phenyl)-2-halo-benzamides (halo=I/Br/Cl) as substrates were used for the one-pot synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed intermolecular C-N/intramolecular C-O couplings with primary amines. This aryl amination offers clean reaction conditions and easy work-up in good yields by using CuI as catalyst, readily available 8-hydroxyquinoline as ligand, K3PO4 as base, DMF as solvent. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：431 / 435

页数：5

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