Bis[2-(diethylamino)indazol-3-yl]methanone | 1404166-04-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: Bis[2-(diethylamino)indazol-3-yl]methanone
• 英文别名: bis[2-(diethylamino)indazol-3-yl]methanone
• CAS: 1404166-04-6
• 化学式: C₂₃H₂₈N₆O
• 分子量: 404.515
• InChiKey: DNZXEJFIRUBWPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  59.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-diethylamino-3-formyl-2H-indazole 在 copper(l) iodide 、 四(三苯基膦)钯 、 氧气 、 二异丙胺 、 三苯基膦 、 copper(l) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.67h， 生成 Bis[2-(diethylamino)indazol-3-yl]methanone
  参考文献：
  名称：

  Doubly Coarctate-Stabilized Carbenes: Synthetic and Computational Studies

  摘要：

  Isoindazoles joined by an ethynyl linker to either a phenyltriazene or a phenyldiazene moiety were synthesized, and their subsequent reactivity was examined. Computations suggest that these molecules could rearrange at moderate temperatures via carbene intermediates that are doubly stabilized by coarctate conjugation. The experimental results corroborate the calculations, as the transient carbene can either be trapped with oxygen or undergo ring opening to afford a rearranged product Additional calculations illustrate some design principles that might lead to stable carbenes that are the global minimum on the coarctate hypersurface.

  DOI：

  10.1021/jo3020374

文献信息

• Doubly Coarctate-Stabilized Carbenes: Synthetic and Computational Studies
  作者：Brian S. Young、Rainer Herges、Michael M. Haley

  DOI：10.1021/jo3020374

  日期：2013.3.1

  Isoindazoles joined by an ethynyl linker to either a phenyltriazene or a phenyldiazene moiety were synthesized, and their subsequent reactivity was examined. Computations suggest that these molecules could rearrange at moderate temperatures via carbene intermediates that are doubly stabilized by coarctate conjugation. The experimental results corroborate the calculations, as the transient carbene can either be trapped with oxygen or undergo ring opening to afford a rearranged product Additional calculations illustrate some design principles that might lead to stable carbenes that are the global minimum on the coarctate hypersurface.