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在氧气氛围下,以氯金酸为催化剂,简便高效地一锅法合成2-芳基苯并恶唑。

Facile and efficient one-pot synthesis of 2-arylbenzoxazoles using hydrogen tetrachloroaurate as catalyst under oxygen atmosphere.

作者信息

Liu Yun-kui, Mao Da-jie, Lou Shao-jie, Qian Jian-qiang, Xu Zhen-yuan

机构信息

State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, China.

出版信息

J Zhejiang Univ Sci B. 2009 Jun;10(6):472-8. doi: 10.1631/jzus.B0820366.

Abstract

In this paper, we presented a novel method for the facile and efficient one-pot synthesis of 2-arylbenzoxazoles, which were directly synthesized from 2-aminophenol and aldehydes catalyzed by hydrogen tetrachloroaurate (HAuCl(4).4H(2)O) under an oxygen atmosphere with anhydrous tetrahydrofuran (THF) as solvent or in solvent-free condition. The results show that this method could bring excellent yields as high as 96%. THF was proven to be the best choice among several solvents screened and the reaction was tolerated with a variety of aromatic aldehydes possessing electron-donating or withdrawing groups. The advantages of the present method lie in catalytic process using economic and environmentally benign dioxygen as oxidant.

摘要

在本文中,我们提出了一种简便高效的一锅法合成2-芳基苯并恶唑的新方法,该方法以四氯合金酸(HAuCl₄·4H₂O)为催化剂,在氧气氛围下,以无水四氢呋喃(THF)为溶剂或无溶剂条件下,由2-氨基酚和醛直接合成。结果表明,该方法能带来高达96%的优异产率。在筛选的几种溶剂中,THF被证明是最佳选择,并且该反应适用于各种具有供电子或吸电子基团的芳香醛。本方法的优点在于使用经济且环境友好的双氧作为氧化剂的催化过程。

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