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Synthesis and Fungicidal Activity of Novel 2,3-Disubstituted-1,3-benzoxazines
School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, China
Jiangxi Dongbang Pharmaceutical Co. Ltd., Fengxin 330700, China
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; in revised form: 25 June 2012 / Accepted: 26 June 2012 / Published: 6 July 2012
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
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MDPI and ACS Style
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.
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(7):8174-8185.
Tang, Zilong; Zhu, Zhonghua; Xia, Zanwen; Liu, Hanwen; Chen, Jinwen; Xiao, Wenjing; Ou, Xiaoming. 2012. "Synthesis and Fungicidal Activity of Novel 2,3-Disubstituted-1,3-benzoxazines." Molecules 17, no. 7: 8174-8185.