Issue 11, 2014
From the journal:

Green Chemistry

Transition-metal free 2-arylbenzoxazole formation from aryl amides and cyclohexanones†

Xiangxiang Cao,a   Xiufang Cheng,a   Yang Bai,a   Saiwen Liua  and  Guo-Jun Deng*ab  

* Corresponding authors

a Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, China
E-mail: gjdeng@xtu.edu.cn
Fax: (+86)-731-58292251

b Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China

Abstract

A transition-metal-free method for the synthesis of 2-arylbenzoxazoles from readily available cyclohexanones and benzamides is described. The combined use of KI, p-TsOH and DMSO significantly improved the reaction yields. Non-aromatic cyclohexanones were smoothly dehydrogenated and acted as the aryl source using oxygen as the oxidant.

Graphical abstract: Transition-metal free 2-arylbenzoxazole formation from aryl amides and cyclohexanones

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Article information

DOI
https://doi.org/10.1039/C4GC01572J
Article type
Communication
Submitted
13 Aug 2014
Accepted
28 Aug 2014
First published
28 Aug 2014

Green Chem., 2014,16, 4644-4648

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Transition-metal free 2-arylbenzoxazole formation from aryl amides and cyclohexanones

X. Cao, X. Cheng, Y. Bai, S. Liu and G. Deng, Green Chem., 2014, 16, 4644 DOI: 10.1039/C4GC01572J

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