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Molecules 2012, 17(7), 8174-8185; doi:10.3390/molecules17078174
Article

Synthesis and Fungicidal Activity of Novel 2,3-Disubstituted-1,3-benzoxazines

1,2,* , 1,2,3
,
1,2
,
1,2
,
1,2
,
1
 and
2,4
1 School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China 2 Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China 3 Jiangxi Dongbang Pharmaceutical Co. Ltd., Fengxin 330700, China 4 National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry, Changsha 410014, China
* Author to whom correspondence should be addressed.
Received: 10 June 2012 / Revised: 25 June 2012 / Accepted: 26 June 2012 / Published: 6 July 2012
(This article belongs to the Section Organic Synthesis)
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Abstract

A series of new 2,3-disubstituted-3,4-dihydro-2H-1,3-benzoxazines were prepared in moderate to excellent yields by aza-acetalizations of aromatic aldehydes with 2-(N-substituted aminomethyl)phenols in the presence of TMSCl. Their structures were confirmed by IR, 1H-NMR, 13C-NMR, MS and elemental analysis. The fungicidal activities of the target compounds were preliminarily evaluated, and some compounds exhibited good activity against Rhizoctonia solani.
Keywords: 2,3-disubstituted-1,3-benzoxazine; synthesis; chlorotrimethylsilane; fungicidal activity 2,3-disubstituted-1,3-benzoxazine; synthesis; chlorotrimethylsilane; fungicidal activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Tang, Z.; Zhu, Z.; Xia, Z.; Liu, H.; Chen, J.; Xiao, W.; Ou, X. Synthesis and Fungicidal Activity of Novel 2,3-Disubstituted-1,3-benzoxazines. Molecules 2012, 17, 8174-8185.

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