Citation: Tang Zilong, Xia Zanwen, Li Xinxing. Stereoselective Synthesis, Crystal Structure and Fungicidal Activity of trans-2, 3, 6(8)-Trisubstituted-1, 3-benzoxazines[J]. Chinese Journal of Organic Chemistry, ;2016, 36(3): 590-595. doi: 10.6023/cjoc201508019 shu

Stereoselective Synthesis, Crystal Structure and Fungicidal Activity of trans-2, 3, 6(8)-Trisubstituted-1, 3-benzoxazines

Tang Zilong ^a,b,*,, ,
Xia Zanwen ^a ,
Li Xinxing ^a

a.
Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201
b.
School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201

Corresponding author: Tang Zilong, zltang67@aliyun.com
Received Date: 19 August 2015
Revised Date: 30 October 2015

Fund Project: the National Natural Science Foundation of China 21042011the Sub-project of National Science and Technology Supporting Program of China 2011BAE06B01the Scientific Research Fund of Hunan Provincial Education Department 13K089the National Natural Science Foundation of China 21372070

Figures(2)

A series of novel trans-2, 3, 6(8)-trisubstituted-1, 3-benzoxazines were prepared in yields of 38%~80% by reactions of 2-arylaminomethyl phenols with various substituted benzaldehydes in the presence of TMSCl. The reaction showed high trans selectivity. The structures of all the target products were characterized by ¹H NMR, ¹³C NMR, IR and elemental analysis. The fungicidal activities of the prepared compounds were investigated, most of which showed moderate to good activity, compounds 5d and 5f showed growth inhibition of 78.6% against M. oryzae at 50 mg/mL.
- 2, 3, 6(8)-trisubstituted-1, 3-benzoxazine,
- synthesis,
- stereoselectivity,
- fungicidal activity
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