新型吡啶氧基苯胺基丙酸/乙酸乙酯的合成以及除草活性研究

Synthesis and Herbicidal Activities of Novel Ethyl 2-(4-(Pyridin-2-yl-oxy)phenyl-amino)propanoates/acetates

芳氧苯氧基丙酸酯是一类以单子叶植物叶绿体内乙酰辅酶A羧化酶为作用靶标的重要除草剂.合成了23个全新的吡啶氧基苯胺基丙酸/乙酸乙酯类化合物,并通过核磁共振氢谱、高分辨质谱和X单晶衍射对新化合物结构进行了确证.测定了新化合物对稗草和油菜的室内生物活性,结果表明,新化合物对稗草具有较好的抑制作用,其中2-[4-(5-NO_2-2-吡啶氧基)苯胺基]丙酸乙酯(B5)活性最高,对稗草的除草活性与对照药剂氟吡甲禾灵相当,可以作为研究新除草剂的先导化合物.

Aryloxyphenoxypropionates （APPs） are a class of herbicides targeting on acetyl-coenzyme A carboxylase （ACCase） in monocot chloroplast. The article presents synthesis of twenty three novel ethyl 2-（4-（pyridin-2-yl-oxy）phenylamino）-propanoates/acetates, and their structures were characterized by 1H NMR, HRMS and X-ray single-crystal diffraction. The herbicidal activities on barnyard grass and rape of the novel compounds were evaluated. Ethyl 2-（4-（5-nitropyridin-2-yloxy）-phenylamino）propanoate （B5） showed almost the same level of herbicidal activity on barnyard grass as commercial herbicide fluazifop-methyl which could become a potential lead compound on weeds.