Please wait a minute...
Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology)  2009, Vol. 10 Issue (6): 472-478    DOI: 10.1631/jzus.B0820366
Biotechnology     
Facile and efficient one-pot synthesis of 2-arylbenzoxazoles using hydrogen tetrachloroaurate as catalyst under oxygen atmosphere
Yun-kui LIU, Da-jie MAO, Shao-jie LOU, Jian-qiang QIAN, Zhen-yuan XU
State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, China
Download:     PDF (0 KB)     
Export: BibTeX | EndNote (RIS)      

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 (HAuCl4·4H2O) 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.

Key words2-Arylbenzoxazoles      2-Aminophenol      Aldehydes      Hydrogen tetrachloroaurate      One-pot synthesis     
Received: 17 November 2008     
CLC:  O621.3  
Cite this article:

Yun-kui LIU, Da-jie MAO, Shao-jie LOU, Jian-qiang QIAN, Zhen-yuan XU. Facile and efficient one-pot synthesis of 2-arylbenzoxazoles using hydrogen tetrachloroaurate as catalyst under oxygen atmosphere. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2009, 10(6): 472-478.

URL:

http://www.zjujournals.com/xueshu/zjus-b/10.1631/jzus.B0820366     OR     http://www.zjujournals.com/xueshu/zjus-b/Y2009/V10/I6/472

[1] Ren-xin SHI, Yun-kui LIU, Zhen-yuan XU. Sodium tetrachloroaurate(III) dihydrate-catalyzed efficient synthesis of 1,5-benzodiazepine and quinoxaline derivatives[J]. Journal of Zhejiang University-SCIENCE B (Biomedicine & Biotechnology), 2010, 11(2): 102-108.