Synthesis and herbicidal activity of 2-cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates.
A series of 2-cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates were synthesized as herbicidal inhibitors of PSII electron transport. All of these compounds exhibited good herbicidal activities. In particular, (Z)-ethoxyethyl 2-cyano-3-isopropyl-3-(2-chlorothiazol-5-yl)methylaminoacrylate showed excellent herbicidal activities even at a dose of 75 g/ha. A suitable group at the 3-position of acrylate was essential for high herbicidal activity. 2-Cyanoacrylates containing a 2-chloro-5-thiazolyl group are a novel class of herbicides and display herbicidal activities comparable to existing analogues bearing chloropyridyl or chlorophenyl.
Wang
Qingmin
Q
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
Li
Heng
H
Li
Yonghong
Y
Huang
Runqiu
R
D003487:Cyanoacrylates / Q000138:chemical synthesis* / Q000494:pharmacology; D004579:Electron Transport / Q000187:drug effects; D006540:Herbicides / Q000138:chemical synthesis*; D045332:Photosystem II Protein Complex / Q000187:drug effects; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis / Q000494:pharmacology
D003487:Cyanoacrylates; D006540:Herbicides; D045332:Photosystem II Protein Complex; D013844:Thiazoles