4.6 Article

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

Journal

JOURNAL OF ZHEJIANG UNIVERSITY-SCIENCE B
Volume 10, Issue 6, Pages 472-478

Publisher

ZHEJIANG UNIV
DOI: 10.1631/jzus.B0820366

Keywords

2-Arylbenzoxazoles; 2-Aminophenol; Aldehydes; Hydrogen tetrachloroaurate; One-pot synthesis

Funding

  1. Natural Science Foundation of Zhejiang Province [Y407168]
  2. Zhejiang Provincial Top Key Discipline, China

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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 center dot 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.

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