1-(α-ferrocenylethyl)-1,2,4-triazole | 193092-86-3

• 英文名称: 1-(α-ferrocenylethyl)-1,2,4-triazole
• CAS: 193092-86-3
• 化学式: C₁₄H₁₅FeN₃
• 分子量: 281.14
• InChiKey: SCVLCMWCXQISMJ-JZGIKJSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  吲唑 、 1-(α-ferrocenylethyl)-1,2,4-triazole 在 HCl 、 NH₃ 作用下， 以 甲醇 、 水 为溶剂， 生成 乙烯基二茂铁 、 1‐(1‐ferrocenylethyl)benzimidazole
  参考文献：
  名称：

  摘要：

  Ferrocenylmethylation and alpha-ferrocenylethylation of indazole were carried out for the first time. Both reactions afforded two isomers, which were characterized by physical and physicochemical methods, among them by X-ray diffraction analysis. 1-(alpha-Ferrocenylethyl)indazole is thermally more stable than the 2-substituted isomer. Both isomers serve as ferrocenylalkylating agents with respect to s-triazole.

  DOI：

  10.1023/a:1021360704054
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 1-ferrocenylethanol 在 HBF₄ 、 NH₃ 作用下， 以 氯仿 、 水 为溶剂， 生成 1-(α-ferrocenylethyl)-1,2,4-triazole
  参考文献：
  名称：

  摘要：

  Ferrocenylmethylation and alpha-ferrocenylethylation of indazole were carried out for the first time. Both reactions afforded two isomers, which were characterized by physical and physicochemical methods, among them by X-ray diffraction analysis. 1-(alpha-Ferrocenylethyl)indazole is thermally more stable than the 2-substituted isomer. Both isomers serve as ferrocenylalkylating agents with respect to s-triazole.

  DOI：

  10.1023/a:1021360704054

文献信息

• A novel ferrocenylalkylating reagent. Ferrocenylalkylation of imidazole and its derivatives
  作者：V. V. Gumenyuk、Zh. V. Zhilina、Yu. S. Nekrasov、V. N. Babin、Yu. A. Belousov

  DOI：10.1007/bf02495368

  日期：1997.1

  Reactions of α-(1-benzotriazolyl)ethylferrocene (1) with 1,2,4-triazole, imidazole, benzimidazole, and edenine have been studied in the MeOH−HCl, MeOH, and AcOH systems. Compound 1 is a novel ferrocenylalkylating reagent which, unlike α-hydroxyalkylferrocenes, is capable of alkylating imidazole, benzimidazole (even in the absence of an acid catalyst), and adenine (regioselectively at the N(3) position)

  已在 MeOH-HCl、MeOH 和 AcOH 系统中研究了 α-（1-苯并三唑基）乙基二茂铁 (1) 与 1,2,4-三唑、咪唑、苯并咪唑和艾德宁的反应。化合物 1 是一种新型二茂铁烷基化试剂，与 α-羟基烷基二茂铁不同，它能够使咪唑、苯并咪唑（即使在没有酸催化剂的情况下）和腺嘌呤（在 N(3) 位上具有区域选择性）烷基化。发现的 1 型二茂铁基烷基唑的抗肿瘤活性可归因于此类化合物使二茂铁烷基化核酸碱基的能力。