Chinese Journal of Organic Chemistry >
Synthesis and Fungicidal Activity of Some 3,5-Disubstituted Isoxazoline Derivatives
Received date: 2014-03-11
Revised date: 2014-04-19
Online published: 2014-05-07
Supported by
Project supported by the National Natural Science Foundation of China (No. 21205086).
Various substituted benzaldehydes reacted with hydroxylamine hydrochloride, followed by the chlorination with N-chlorosuccinimide (NCS), to form the corresponding chlorobenzaldehyde oximes, which then underwent the 1,3-dipolar cycloaddition reaction with N-vinylpyrrolidone, N-vinylpyridine and 4-vinylpyridine, respectively, to generate fifteen novel compounds containing isoxazoline ring. All the title compounds have been characterized by 1H NMR, 13C NMR, and HRMS. Preliminary biological activity tests in vitro indicated that compounds 3e～3o displayed excellent fungicidal activity against C. arachidicola, P. piricola, A. solani, F. graminearum, P. capsici, S. sclerotiorum, and R. solani in the test concentration, compound 3b displayed excellent fungicidal activity against B. cinerea, and compound 3c displayed excellent fungicidal activity against A. solani, C. arachidicola and S. Sclerotiorum.
Ning Guohui , Zhao Wentao , Bian Qiang , Tang Xiangyang . Synthesis and Fungicidal Activity of Some 3,5-Disubstituted Isoxazoline Derivatives[J]. Chinese Journal of Organic Chemistry, 2014 , 34(9) : 1800 -1805 . DOI: 10.6023/cjoc201403026
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