Issue 32, 2012
From the journal:

Organic & Biomolecular Chemistry

Construction of functionalized 2,3-dihydro-1,4-benzoxazines via [5 + 1] annulations of 2-halo-1,3-dicarbonyl compounds with imines†

Ya-Ru Zhang,a   Jian-Wu Xie,*a   Xu-Jiao Huanga  and  Wei-Dong Zhu*a  

* Corresponding authors

a Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004, P.R. of China
E-mail: xiejw@zjnu.cn, weidongzhu@zjnu.cn
Fax: (+86) 579 82282610

Abstract

A series of functionalized 2,3-dihydro-1,4-benzoxazines were obtained in moderate to excellent yields via domino [5 + 1] annulations of 2-halo-1,3-dicarbonyl compounds 2 with imines 1 under mild conditions and the application of this method in the synthesis of bioactive analogues, such as functionalized tetracyclic-1,4-benzoxazines which contain two new heterocyclic rings and one quaternary carbon center has also been developed.

Graphical abstract: Construction of functionalized 2,3-dihydro-1,4-benzoxazines via [5 + 1] annulations of 2-halo-1,3-dicarbonyl compounds with imines

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Article information

DOI
https://doi.org/10.1039/C2OB25927C
Article type
Paper
Submitted
14 May 2012
Accepted
14 Jun 2012
First published
15 Jun 2012

Org. Biomol. Chem., 2012,10, 6554-6561

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Construction of functionalized 2,3-dihydro-1,4-benzoxazines via [5 + 1] annulations of 2-halo-1,3-dicarbonyl compounds with imines

Y. Zhang, J. Xie, X. Huang and W. Zhu, Org. Biomol. Chem., 2012, 10, 6554 DOI: 10.1039/C2OB25927C

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