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4,5-二氢咪唑并[1,2-b]-1',2',4'-三唑-4-酮衍生物的合成与杀菌活性 被引量:3

Synthesis and Fungicidal Activities of 4,5-Dihydroimidazo[1,2-b]-1',2',4'-triazol-4-ones
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摘要 应用芳基异氰酸酯与烯基膦亚胺1的氮杂Wittig反应,得到的碳二亚胺2,再与水合肼作用得到氨基咪唑啉酮衍生物4.而后用4与芳基异氰酸酯(或酰氯)、三苯基膦、六氯乙烷和三乙胺"一锅"反应,得到4,5-二氢咪唑并[1,2-b]-1',2',4'-三唑-4-酮衍生物6或7.探讨了所合成新型稠杂环化合物的生物活性,结果表明部分化合物表现出良好的杀菌活性.如7c在50mg/L浓度时,对棉花枯萎菌、稻瘟菌、黄瓜灰霉菌和油菜菌核菌的抑制率均达100%. The carbodiimides 2, obtained from aza-Wittig reactions of vinyl iminophosphorane 1 with aromatic isocyanates, reacted with hydrazine to give 1-amino-2-arylamino-4-arylidene-4,5-dihydro-imidazol- 5-ones (4). One-pot reactions of 4 with isocyanates (or acyl chlorides), triphenyl phosphine, hexachloroethane and triethylamine produced 2-anilino (or methyl)-5-arylidene-1-aryl-4,5-dihydroimidazo[1,2-b]- 1′,2′,4′-triazol-4-ones 6 (or 7) in good yields. The biological activities of the new heterocycles synthesized were investigated and the results showed that some of the compounds exhibited good fungicidal activities. For example, 7c exhibited 100% inhibition against Fusarium oxysporum, Pyricularia oryzae, Botrytis Cinerea Pers., and Sclerotinia sclerotiorum de Bary at 50 mg/L.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2007年第10期1268-1272,共5页 Chinese Journal of Organic Chemistry
基金 湖北省自然科学基金(No.2006ABB016) 教育部科学技术研究重点(No.107082)资助项目
关键词 4 5-二氢咪唑并[1 2-b]-1′ 2′ 4′-三唑-4-酮 氮杂WITTIG反应 碳二亚胺 杀菌活性 4,5-dihydroimidazo[1,2-b]-1′,2′,4′-triazol-4-one aza-Wittig reaction carbodiimide fungicidal activity
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