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Short Paper | Regular issue | Vol 92, No. 4, 2016, pp.740-750
Published online, 2nd March, 2016
DOI: 10.3987/COM-16-13412
Design, Synthesis And Biological Activity Of Novel Sulfonylurea Oxazolidines

Ying Fu, Jing-Xin Kang, Yun-Kai Wang, Jing Liu, Li-Xia Zhao, Shuang Gao, and Fei Ye*

*Department of Applied Chemistry, College of Sciences, Northeast Agricultural University, No.59 Mucai Street Harbin 150030, Heilongjiang, China


A series of N-[(p-methylphenyl)sulfonyl]-1,3-oxazolidine- 3-carboxamide 4 was synthesized by cycloaddition and acylation reaction with alkamine, ketones, and p-methylbenzenesulfonyl isocyanate as the starting materials. The structures of all the compounds were characterized by IR, 1H NMR, 13C NMR, MS, and elemental analysis. The configuration of 4d was determined by X-ray crystallography. The preliminary biological test showed that all compounds could protect maize against injury caused by chlorsulfuron to certain extent. The sulfonylurea oxazolidines were possible acted as antagonists of sulfonylureas herbicides at target enzyme pocket site by docking analysis.