5-benzyl-6,8-diphenylindolizine | 1443442-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-benzyl-6,8-diphenylindolizine
• 英文别名: 5-Benzyl-6,8-diphenylindolizine
• CAS: 1443442-32-7
• 化学式: C₂₇H₂₁N
• 分子量: 359.47
• InChiKey: YVTKHNYEPJMSIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  4.4
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-amino-3-phenylpropanenitrile 在 potassium tert-butylate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.08h， 生成 5-benzyl-6,8-diphenylindolizine
  参考文献：
  名称：

  One-Pot Synthesis of Polysubstituted Indolizines by an Addition/Cycloaromatization Sequence

  摘要：

  Indolizines carrying various substituents in positions 5-8 were obtained from readily available 2-(1H-pyrrol-1-yl)nitriles and alpha,beta-unsaturated ketones or aldehydes in a one-pot procedure. Michael addition of the deprotonatecl aminonitriles to the acceptors followed by acid catalyzed electrophilic cyclization produces 5,6-dihydroindolizine-5-carbonitriles. From these stable intermediates, substituted indolizines were obtained via base induced dehydrocyanation.

  DOI：

  10.1021/jo400992n

文献信息

• Synthesis of functionalized indolizines via gold(<scp>i</scp>)-catalyzed intramolecular hydroarylation/aromatization of pyrrole-ynes
  作者：Xiangdong Li、Jidong Zhao、Xin Xie、Yuanhong Liu

  DOI：10.1039/c7ob02102j

  日期：——

  straightforward route to functionalized indolizines through the construction of the pyridine ring of indolizines and also allows elaboration of its pyrrole moiety with or without functional groups. In addition, a wide variety of functional groups, such as aryl, alkenyl, alkynyl, pyridyl or thienyl groups, can be easily incorporated into the pyridine unit of the indolizine products under mild conditions. The

  已经开发了金催化的吡咯炔的分子内氢化/芳构化。该方法通过吲哚嗪的吡啶环的构建为官能化的吲哚嗪提供了简明而直接的途径，并且还允许其具有或不具有官能团的吡咯部分的加工。此外，在温和条件下，很容易将各种官能团，例如芳基，烯基，炔基，吡啶基或噻吩基引入到吲哚嗪产品的吡啶单元中。吲哚嗪产品的实用性通过将其有效转化为各种C3官能化的吲哚嗪衍生物得到了证明。
• One-Pot Synthesis of Polysubstituted Indolizines by an Addition/Cycloaromatization Sequence
  作者：Murat Kucukdisli、Till Opatz

  DOI：10.1021/jo400992n

  日期：2013.7.5

  Indolizines carrying various substituents in positions 5-8 were obtained from readily available 2-(1H-pyrrol-1-yl)nitriles and alpha,beta-unsaturated ketones or aldehydes in a one-pot procedure. Michael addition of the deprotonatecl aminonitriles to the acceptors followed by acid catalyzed electrophilic cyclization produces 5,6-dihydroindolizine-5-carbonitriles. From these stable intermediates, substituted indolizines were obtained via base induced dehydrocyanation.