期刊论文

Synthesis and Herbicidal Activity of 6-Alkoxy(aryloxy) Multisubstituted Pyridine Derivatives

He, Hongwu;Ren, Qingyun

中文

有机化学

0253-2786

2016

36

9

2225-2231

10.6023/cjoc201603026

National Program on Key Basic Research Project (973 Program)National Basic Research Program of China [2010CB126100]; National Natural Science Fundation of ChinaNational Natural Science Foundation of China (NSFC) [21172090, 31000867]; Program for Changjiang Scholars and Innovatives Research Team in UniversityProgram for Changjiang Scholars & Innovative Research Team in University (PCSIRT) [IRT0953]; Natural Science Foundation of Hubei ProvinceNatural Science Foundation of Hubei Province [2014CFA111]

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采用6-烷硫基吡啶化合物为原料,用N,N-二甲基甲酰胺(DMF)为溶剂,双氧水为氧化剂,水合钨酸钠为催化剂,经过一步氧化变成6-烷砜基多取代吡啶化合物,再在醇钠或碳酸钾的催化作用下与醇或酚反应生成含烷(芳)氧基的多取代吡啶衍生物.通过~1H NMR, EI-MS, IR,元素分析等方法对所合成的化合物进行了结构表征.代表化合物2-甲基-4-氨基-5-氰基-6-(3-硝基苯氧基)烟酸甲酯经单晶X衍射确证了结构.对合成的含6-烷(芳)氧基多取代吡啶衍生物作了初步的除草活性测试,测试结果表明:含6-烷(芳)氧基多取代吡啶衍生物对油菜和稗草具有一定的除草活性,且化合物对油菜和稗草根的抑制优于对茎的作用,表现出明显的选择性...

Alkyl multisubstituted pyridine-2-yl sulfones have been designed and synthesized from 6-alkylthiopyridine using H2O2 and NaWO3·2H2O as catalysts in N,N-dimethylformamide (DMF). A series of new 6-alkoxy(aryloxy) multisubstituted pyridine derivatives have been synthesized from alkyl multisubstituted pyridine-2-yl sulfone and alcohol or phenol using K2CO3 (NaOC2H5 or NaOCH3) as catalyst in CH3CN. The structures of target compounds have been confirmed by 1H NMR, 13C NMR, EI-MS, IR spectroscopy and elemental analysis. The structure of 4-amino-5-cya...