Issue 19, 2012
From the journal:

RSC Advances

A tandem coupling/smiles rearrangement/cyclization approach to 1,4-benzooxazinones or 1,4-pyridooxazinones under mild conditions†

Chunjing Zhan,a   Jiong Jia,*a   Bingchuan Yang,a   Aiping Huang,a   Yanli Liua  and  Chen Ma*ab  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Shandong University, Jinan, P R China

b State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing, P R China
E-mail: chenma@sdu.edu.cn

Abstract

A facile and efficient approach to 1,4-benzooxazinone or 1,4-pyridooxazinone scaffolds is developed via Smiles rearrangement tandem reaction. 1,4-Benzooxazinones or 1,4-pyridooxazinones with diversity at two substituents on their scaffolds were synthesized conveniently in the presence of cesium carbonate at room temperature in good to excellent yields. The reaction mechanism is assumed by a tandem coupling/Smiles rearrangement/cyclization process.

Graphical abstract: A tandem coupling/smiles rearrangement/cyclization approach to 1,4-benzooxazinones or 1,4-pyridooxazinones under mild conditions

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Article information

DOI
https://doi.org/10.1039/C2RA20334K
Article type
Paper
Submitted
22 Feb 2012
Accepted
12 Jun 2012
First published
13 Jun 2012

RSC Adv., 2012,2, 7506-7512

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A tandem coupling/smiles rearrangement/cyclization approach to 1,4-benzooxazinones or 1,4-pyridooxazinones under mild conditions

C. Zhan, J. Jia, B. Yang, A. Huang, Y. Liu and C. Ma, RSC Adv., 2012, 2, 7506 DOI: 10.1039/C2RA20334K

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