6-(4-chlorophenyl)-5-isopropyl-10-methoxy-7,8-dihydrobenzo[h]pyrrolo[2,1-a]isoquinoline | 1443442-47-4

• 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-(4-chlorophenyl)-5-isopropyl-10-methoxy-7,8-dihydrobenzo[h]pyrrolo[2,1-a]isoquinoline
• 英文别名: 6-(4-Chlorophenyl)-10-methoxy-5-propan-2-yl-7,8-dihydronaphtho[2,1-g]indolizine；6-(4-chlorophenyl)-10-methoxy-5-propan-2-yl-7,8-dihydronaphtho[2,1-g]indolizine
• CAS: 1443442-47-4
• 化学式: C₂₆H₂₄ClNO
• 分子量: 401.936
• InChiKey: MCFNZPMAQCYIDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  13.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(4-chlorobenzylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one 、 3-methyl-2-(1H-pyrrol-1-yl)butanenitrile 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以38%的产率得到6-(4-chlorophenyl)-5-isopropyl-10-methoxy-7,8-dihydrobenzo[h]pyrrolo[2,1-a]isoquinoline
  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.