(E)-phenyl 2-(1-(1H-indol-2-yl)ethylidene)hydrazinecarboxylate | 1429521-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-phenyl 2-(1-(1H-indol-2-yl)ethylidene)hydrazinecarboxylate
• 英文别名: phenyl N-[(E)-1-(1H-indol-2-yl)ethylideneamino]carbamate
• CAS: 1429521-59-4
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: YMBRRAHSNREZOE-XDHOZWIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  norbornene 、 (E)-phenyl 2-(1-(1H-indol-2-yl)ethylidene)hydrazinecarboxylate 在 三氟甲苯 作用下， 反应 1.0h， 以70%的产率得到(±)-exo-(E/Z)-2-[1-(1H-indol-2-yl)ethylidene]-4-oxo-2,3-diazatricyclo[4,3,16,9,0]decane-2-ium-3-ide
  参考文献：
  名称：

  Synthesis and Reactivity of Unsymmetrical Azomethine Imines Formed Using Alkene Aminocarbonylation

  摘要：

  Complex cyclic azomethine imines possessing a beta-aminocarbonyl motif can be accessed readily from simple alkenes and hydrazones. This alkene aminocarbonylation approach allows formation of ketone-derived azomethine imines of unprecedented complexity. Since unsymmetrical hydrazones are used, two stereoisomers are formed: the reactivity of chiral derivatives is explored in both intra- and intermolecular systems.

  DOI：

  10.1021/ol400542b
• 作为产物：
  描述：

  2-乙酰基吲哚 、 phenyl hydrazinecarboxylate 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 以75%的产率得到(E)-phenyl 2-(1-(1H-indol-2-yl)ethylidene)hydrazinecarboxylate
  参考文献：
  名称：

  Synthesis and Reactivity of Unsymmetrical Azomethine Imines Formed Using Alkene Aminocarbonylation

  摘要：

  Complex cyclic azomethine imines possessing a beta-aminocarbonyl motif can be accessed readily from simple alkenes and hydrazones. This alkene aminocarbonylation approach allows formation of ketone-derived azomethine imines of unprecedented complexity. Since unsymmetrical hydrazones are used, two stereoisomers are formed: the reactivity of chiral derivatives is explored in both intra- and intermolecular systems.

  DOI：

  10.1021/ol400542b

文献信息

• [EN] PROCESS FOR THE SYNTHESIS OF BETA-AMINOCARBONYLS<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE BÉTA-AMINOCARBONYLES
  申请人：UNIV OTTAWA

  公开号：WO2013067646A1

  公开（公告）日：2013-05-16

  The present application provides processes and intermediates useful in the production of β- aminocarbonyl- or β-aminothiocarbonyl-containing compounds. Provided herein is a process for synthesizing β-aminocarbonyl- or β-aminothiocarbonyl-containing compounds from an alkene and a hydrazone. Also provided herein is a process for synthesizing β-aminocarbonyl- or β-aminothiocarbonyl-containing compounds from an alkene and a hydrazine. The present application further provides intermediate aminoisocyanate and iminoisocyanate compounds, and methods for synthesizing the starting hydrazone and hydrazine compounds.

  本申请提供了在生产β-氨基羰基或β-氨基硫代羰基含有化合物中有用的过程和中间体。本文提供了一种从烯烃和肼酮合成β-氨基羰基或β-氨基硫代羰基含有化合物的方法。本文还提供了一种从烯烃和肼合成β-氨基羰基或β-氨基硫代羰基含有化合物的方法。本申请进一步提供了中间体氨基异氰酸酯和亚氨基异氰酸酯化合物，以及合成起始肼酮和肼化合物的方法。