Synthesis and Biological Activity of Cis 2-(6-Chloropyridine-3-yl)methylamino-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane 2-Oxides |
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Authors: | De Qing Shi Yi Liu A D Feras Xiao Song Tan Jian Xin Chen |
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Institution: | Key Laboratory of Pesticide and Chemical Biology, Ministry of Education of China and College of Chemistry, Central China Normal University , Wuhan, Hubei, P. R. China |
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Abstract: | A series of novel, asymmetric-cyclic phosphoramides containing substituted pyridine were synthesized via the condensation reactions of trans 2-chloro-4-substitutedphenyl-5, 5-dimethyl-1,3,2-dioxaphosphinane 2-oxide with 2-chloro-5-aminomethylpyridine or 3-aminomethylpyridine. The reactions show good stereoselectivity. Only the cis isomer from configuration inversion was obtained, which is the thermodynamic stable product. The structures of the products were characterized by 1H NMR, 31P NMR, IR, MS, and elemental analysis. The configuration of the product was determined by X-ray diffraction analysis. The results of preliminary bioassay showed that the new compounds possess potential insecticidal and fungicidal activities. |
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Keywords: | Biological activities configuration cyclic phosphoramide substituted pyridine X-ray diffraction |
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