1-(2,3-Dihydroindol-1-yl)heptan-1-one | 549498-00-2

• 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: 1-(2,3-Dihydroindol-1-yl)heptan-1-one
• CAS: 549498-00-2
• 化学式: C₁₅H₂₁NO
• 分子量: 231.338
• InChiKey: RUMVONYMEPVWHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2,3-Dihydroindol-1-yl)heptan-1-one 在 三乙基硅烷 、 indium(III) bromide 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以81%的产率得到1-heptyl-2,3-dihydro-1H-indole
  参考文献：
  名称：

  一步转化为叔胺：InBr 3 / Et 3 SiH介导的叔酰胺还原性脱氧

  摘要：

  我们开发了一种简单实用的程序，可使用InBr 3 / Et 3 SiH还原系统将多种叔酰胺直接还原为相应的叔胺。该还原系统可用于还原仲酰胺，并为使用氢化铝和氢化硼的常规方法提供了更有效的替代方法。

  DOI：

  10.1016/j.tetlet.2008.09.086
• 作为产物：
  描述：

  吲哚啉 、 庚酰氯 在 吡啶 作用下， 生成 1-(2,3-Dihydroindol-1-yl)heptan-1-one
  参考文献：
  名称：

  Potent, selective human β3 adrenergic receptor agonists containing a substituted indoline-5-sulfonamide pharmacophore

  摘要：

  A series of compounds possessing an N-substituted indoline-5-sulfonamide pharmacophore was prepared and evaluated for their human beta(3) adrenergic receptor agonist activity. The SAR of a wide range of urea and heterocyclic substituents is discussed. 4-Octyl thiazole compound 8c was the most potent and selective compound in the series, with 2800-fold selectivity over beta(1) binding and 1400-fold selectivity over beta(2) binding (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00277-2

文献信息

• Ammonolysis of anilides promoted by ethylene glycol and phosphoric acid
  作者：Nickeisha A. Stephenson、Samuel H. Gellman、Shannon S. Stahl

  DOI：10.1039/c4ra09065a

  日期：——

  Anilides undergo phosphoric acid-promoted ammonolysis to primary amides in a diol solvent, such as ethylene glycol.

  Anilides在二醇溶剂（如乙二醇）中经过磷酸促进的氨解作用转化为一级酰胺。
• Potent, selective human β3 adrenergic receptor agonists containing a substituted indoline-5-sulfonamide pharmacophore
  作者：Robert J Mathvink、Anna Maria Barritta、Mari R Candelore、Margaret A Cascieri、Liping Deng、Laurie Tota、Catherine D Strader、Matthew J Wyvratt、Michael H Fisher、Ann E Weber

  DOI：10.1016/s0960-894x(99)00277-2

  日期：1999.7

  A series of compounds possessing an N-substituted indoline-5-sulfonamide pharmacophore was prepared and evaluated for their human beta(3) adrenergic receptor agonist activity. The SAR of a wide range of urea and heterocyclic substituents is discussed. 4-Octyl thiazole compound 8c was the most potent and selective compound in the series, with 2800-fold selectivity over beta(1) binding and 1400-fold selectivity over beta(2) binding (C) 1999 Elsevier Science Ltd. All rights reserved.
• One-step conversion to tertiary amines: InBr3/Et3SiH-mediated reductive deoxygenation of tertiary amides
  作者：Norio Sakai、Kohji Fujii、Takeo Konakahara

  DOI：10.1016/j.tetlet.2008.09.086

  日期：2008.11

  We have developed a simple and practical procedure for a direct reductive conversion from a variety of tertiary amides to the corresponding tertiary amines using an InBr3/Et3SiH reducing system. This reducing system can be applied to the reduction of a secondary amide and provides a more efficient alternative to conventional methods that use aluminum and boron hydrides.

  我们开发了一种简单实用的程序，可使用InBr 3 / Et 3 SiH还原系统将多种叔酰胺直接还原为相应的叔胺。该还原系统可用于还原仲酰胺，并为使用氢化铝和氢化硼的常规方法提供了更有效的替代方法。