Chinese Journal of Organic Chemistry >
Stereoselective Synthesis, Crystal Structure and Fungicidal Activity of trans-2,3,6(8)-Trisubstituted-1,3-benzoxazines
Received date: 2015-08-19
Revised date: 2015-10-30
Online published: 2015-11-16
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21042011, 21372070), the Sub-project of National Science and Technology Supporting Program of China (Nos. 2011BAE06B01) and the Scientific Research Fund of Hunan Provincial Education Department (No. 13K089).
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.
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
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