Synthesis and Fungicidal Activity of 1-(α-tert-Butylcinnamoyl)imidazoles

Synthesis and Fungicidal Activity of 1-(α-tert-Butylcinnamoyl)imidazoles
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1-(α-叔丁基肉桂酰)咪唑的合成及杀菌活性

DOI:
10.1271/bbb.66.2243
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发表时间:
2002
期刊:
Bioscience, Biotechnology, and Biochemistry
影响因子:
--
通讯作者:
Shizuya Tanaka
Shizuya Tanaka
中科院分区:
--
文献类型:
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作者:
Akio Manabe;H. Takano;K. Furuzawa;K. Yanagi;Y. Hisada;Shizuya Tanaka

文献摘要

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制备了几种1-(α-叔丁基肉桂酰)咪唑,考察了它们的杀真菌活性。以(抗)-2-叔丁基-3-(4-氯苯基)-3-羟基丙酸为原料,经1,1′-羰基二咪唑处理,在高温下进行β消除反应,制得(Z)-4-氯肉桂基衍生物。4-氯肉桂酰衍生物的(Z)-异构体在盆栽试验中表现出良好的杀菌活性,而(Z)-异构体通过光异构得到的(E)-异构体活性较低。
Several 1-(α-tert-butylcinnamoyl)imidazoles were prepared to examine their fungicidal activity. The (Z)-4-chlorocinnamoyl derivative was prepared from (anti)-2-tert-butyl-3-(4-chlorophenyl)-3-hydroxypropanoic acid by treating with 1,1′-carbonyldiimidazole and a subsequent β-elimination reaction at an elevated temperature. The (Z)-isomer of the 4-chlorocinnamoyl derivative showed good fungicidal activity against Erysiphe graminis and Botrytis cinerea in pot tests, whereas the corresponding (E)-isomer derived from the (Z)-isomer through photoisomerization was much less active.