Copper-Catalyzed Efficient Multicomponent Reaction: Synthesis of Benzoxazoline-Amidine Derivatives

被引：56

作者：

Shang, Yongjia ^{[1
]}

He, Xinwei ^{[1
]}

Hu, Jinsong ^{[1
]}

Wu, Jianwei ^{[1
]}

Zhang, Min ^{[1
]}

Yu, Shuyan ^{[1
]}

Zhang, Qianqian ^{[1
]}

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Anhui Key Lab Mol Based Mat, Minist Eudcat,Key Lab Funct Mol Solids, Wuhu 241000, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 16期

基金：

中国国家自然科学基金;

关键词：

alkynes; azides; benzoxazoline-amidine derivatives; copper catalysis; multicomponent reaction; phenolic Schiffs' bases; PHENOLIC SCHIFFS BASES; ONE-POT SYNTHESIS; 3-COMPONENT REACTION; FACILE ACCESS; SULFONYL AZIDE; OXIDATION; ALKYNES; DESIGN; 2-ARYLBENZOXAZOLES; CYCLIZATION;

D O I：

10.1002/adsc.200900525

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We have developed an efficient copper-catalyzed method for the synthesis of the benzoxazoline-amidine derivatives. The protocol uses inexpensive copper(I) iodide as the catalyst, and furnished the expected product in good to excellent yields by a three-component reaction of sulfonyl azides, terminal alkynes and Schiffs' bases in terahydrofuran (THF) at room temperature for 8 h in the presence of triethylamine. This novel synthetic protocol is selective, efficient and general. A plausible mechanism for this process is proposed.

引用

页码：2709 / 2713

页数：5

共 58 条

[1]

[Anonymous], 2006, ANGEW CHEM

[2]

[Anonymous], 2000, ANGEW CHEM

[3] Highly efficient one-pot synthesis of N-sulfonylamidines by Cu-catalyzed three-component coupling of sulfonyl azide, alkyne, and amine [J].