Synthesis and Herbicidal Activities of 2-Cyanoacrylates with 4-(6-Chloropyridin-3-yl)methoxy-benzylamine Moieties

被引：11

作者：

Wu, Shanshan ^{[1
,2
]}

Miao, Wenke ^{[1
,3
]}

Wang, Tingting ^{[1
]}

Fang, Jianxin ^{[1
]}

机构：

[1] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

[2] Patent Off, Patent Examinat Cooperat JiangSu Ctr, Suzhou 215011, Peoples R China

[3] Nankai Univ, Minist Educ, Key Lab Funct Polymer Mat, Tianjin 300071, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 35卷 / 07期

基金：

中国国家自然科学基金;

关键词：

2-cyanocarylates; 4-(6-chloropyridin-3-yl)methoxy-benzylamine; herbicidal activity; structure-activity relationship; CRYSTAL-STRUCTURE; CYANOACRYLATES; BIOACTIVITIES;

D O I：

10.6023/cjoc201412025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two series of 2-cyanoacrylates containing 4-(6-chloropyridin-3-yl)methoxy-benzylamine moieties were synthesized as herbicides using 2-cyano-3-(pyridine-3-yl)aminoacrylates as precursor compound. The structures were confirmed by H-1 NmR, C-13 NmR, Elemental Analysis or High-Resolution Mass spectrometry (HRMS). The herbicidal activity tests showed that most of the target compounds had good inhibition towards dicotyledonous weeds. Compounds 13e and 13g showed 100% herbicidal activity at the dose of 375g/ha against rape, and compound 13e showed 100% herbicidal activity against rape even at the dose of 187.5 g/ha. From the structure-activity relationship study, it can be primarily concluded that both the contributions of the electronic and steric effects of the phenyl group are very important to the herbicidal activity.

引用

页码：1484 / 1492

页数：9

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