Synthesis and Fungicidal Activity of Novel Benzothiophene-Fused Pyrido[1,2-a]pyrimidine Derivatives
Synthesis and Fungicidal Activity of Novel Benzothiophene-Fused Pyrido[1,2-a]pyrimidine Derivatives
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新型苯并噻吩稠合吡啶并[1,2-a]嘧啶衍生物的合成及其杀菌活性
DOI：
10.6023/cjoc201801016
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发表时间：
2018-04
影响因子：
1.9
通讯作者：
Wang Daolin
中科院分区：
文献类型：
--
作者：
Xu Jiao;Ma Ling;Liu Xiubo;Ma Wei;Ma Yan;Wang Daolin
以氨基磺酸为催化剂，由2-（3-氨基苯并噻吩-2-基）-4 H -吡啶[1,2- A]嘧啶-4- 1与2-巯基苯甲腈进行Thorpe-Ziegler异构化反应，制备了一系列新型苯并噻吩[3′，2′：2,3]吡啶[4,5- d]吡啶[1,2- A]嘧啶。通过FT-IR、1h NMR、13c NMR和元素分析对产物的结构进行了表征。并对所制备化合物的杀真菌活性进行了初步评价。例如，5b在50 mg/L浓度下对灰霉病菌（Botrytis cinerea）和玉米赤霉素（Gibberella zeae）的抑制率大于96%，5f在50 mg/L浓度下对菌核菌核菌（Sclerotonia sclerotiorum）的抑制率为98%，5g、5i在50 mg/L浓度下对alternnaria alternata的抑制率大于93%。
A series of novel benzothieno[3',2':2,3]pyrido[4,5- d ]pyrido[1,2- a ]pyrimidines are prepared via Pictet-Spengler reaction of 2-(3-aminobenzothiophene-2-yl)-4 H -pyrido[1,2- a ]pyrimidin-4-one using sulfamic acid as a catalyst, which in turn were obtained from the Thorpe-Ziegler isomerization of 2-(chloromethyl)-4 H -pyrido[1,2- a ]pyrimidin-4-one with 2-mercapto-benzonitrile. The structures of the products were characterized by FT-IR, 1 H NMR, 13 C NMR spectra and elemental analysis. The fungicidal activities of the prepared compounds were also preliminarily evaluated. For example, 5b exhibited more than 96% inhibition rate to Botrytis cinerea and Gibberella zeae at 50 mg /L, 5f exhibited 98% inhibition rate to Sclerotonia sclerotiorum at 50 mg/L, and 5g , 5 i exhibited more than 93% inhibition rate to Alternaria alternata at 50 mg/L.