6-(2-chlorophenyl)-8-(4-fluorophenyl)-5-isopropylindolizine | 1443442-46-3

• 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: 6-(2-chlorophenyl)-8-(4-fluorophenyl)-5-isopropylindolizine
• 英文别名: 6-(2-Chlorophenyl)-8-(4-fluorophenyl)-5-propan-2-ylindolizine；6-(2-chlorophenyl)-8-(4-fluorophenyl)-5-propan-2-ylindolizine
• CAS: 1443442-46-3
• 化学式: C₂₃H₁₉ClFN
• 分子量: 363.862
• InChiKey: GVTOXSVNOMNIFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  4.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-(2-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one 、 3-methyl-2-(1H-pyrrol-1-yl)butanenitrile 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以16%的产率得到6-(2-chlorophenyl)-8-(4-fluorophenyl)-5-isopropylindolizine
  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

• 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.