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Synthesis and Herbicidal Activity of 2‐Cyano‐3‐methylthio‐3‐substituted Methylaminoacrylates
Author(s) -
Gao Ying,
Zou XiaoMao,
Yu LiMin,
Xu Han,
Liu Bin,
Zhu YouQuan,
Hu FangZhong,
Yang HuaZheng
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690100
Subject(s) - chemistry , yield (engineering) , chlorine atom , chirality (physics) , fluorine , hydrogen atom , bioassay , photosystem ii , chlorine , medicinal chemistry , stereochemistry , group (periodic table) , organic chemistry , photosynthesis , biochemistry , materials science , chiral symmetry breaking , physics , quantum mechanics , biology , nambu–jona lasinio model , metallurgy , genetics , quark
A series of 2‐cyano‐3‐methylthio‐3‐substituted methylaminoacrylates were synthesized as herbicidal inhibitors of photosystem II (PSII) electron transport, in order to estimate the effect of fluorine atom, pyridyl group, chirality and ester chain on activity. The important intermediate 2‐fluoro‐5‐aminomethylpyridine was synthesized with high yield. The bioassay results showed that most of title compounds had high herbicidal activity in postemergence treatment. The introduction of an α ‐methyl into the 3‐substituted methylamino could improve the activity notably. The replacement of hydrogen by chlorine or fluorine group and phenyl by pyridyl group showed different effects, and at the same time, the ester chain affected the activity too.