高等学校化学学报2016，Vol.37Issue(8)：1442-1450,9.DOI:10.7503/cjcu20160335
基于呋喃酚构建2-（4-芳氧苯氧基）丙酰胺及除草活性
Synthesis and Herbicidal Activity of 2-(4-Arylxoyphenoxy) propionamide Derivatived from Benzofuranol†
摘要
Abstract
2-(4-Aryloxyphenoxy) propionamide derivatives were identified as one of the most important herbi-cides, which inhibited acetyl-CoA carboxylase( ACCase) to restrict fatty acid. Recent years, 2-(4-aryloxyphe-noxy) propionamide derivative have developed resistance in varying degrees among weeds. Therefore, resear-ching novel 2-( 4-aryloxyphenoxy ) propionamide derivatives herbicide is of great importance. Seventeen of 2-(4-aryloxyphenoxy) propionamide derivatives were synthesized by multistep synthetic procedures with two key intermediates 2 and 9, starting from(R)-(+)2-(4-hydroxyphenoxy) propanoic acid and benzofuranol. The intermediate 9 was synthesized from o-phthalic anhydride and 2-aminoethanol via substitution reaction, bromination, etherification and amination. The synthetic reaction condition of intermediates 9 was discussed. The structures of target compounds 4 and 5 were confirmed by 1 H NMR, 13 C NMR, HRMS and optical rotation. The bioassay results indicated that most of title compounds possessed a moderate herbicidal activity against crabgrass and barnyard grass at 1500 g/hm2 . The compounds 4a, 4b, 4i, 5e and 5h showed more than 96% activities against the crabgrass and barnyard grass at 375 g/hm2 .关键词
2-(4-芳氧苯氧基)丙酰胺/呋喃酚/除草活性Key words
2-(4-Aryloxyphenoxy) propionamide/Benzofuranol/Herbicidal activity分类
化学化工引用本文复制引用
杨子辉,李贝贝,叶姣,胡艾希..基于呋喃酚构建2-（4-芳氧苯氧基）丙酰胺及除草活性[J].高等学校化学学报,2016,37(8):1442-1450,9.基金项目
“十二五”国家科技支撑计划项目(批准号:2011BAE06B01)资助.? Supported by the National “Twelfth Five-Year” Plan for Science and Technology Support of China(No.2011BAE06B01) （批准号:2011BAE06B01）
