(E)-7-(3,5-dimethoxybenzylidene)-6,7-dihydroindolizin-8(5H)-one | 1590380-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹嗪类
• 英文名称: (E)-7-(3,5-dimethoxybenzylidene)-6,7-dihydroindolizin-8(5H)-one
• CAS: 1590380-49-6
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: LQAJGSPXEQDCAQ-MDWZMJQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  40.46
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三溴甲烷 、 (E)-7-(3,5-dimethoxybenzylidene)-6,7-dihydroindolizin-8(5H)-one 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以86%的产率得到2,2-dibromo-3-(3,5-dimethoxyphenyl)-5'H-spiro[cyclopropane-1,7′-indolizin]-8'(6'H)-one
  参考文献：
  名称：

  Synthesis of novel spiro[cyclopropane-indolizine] derivatives via magnesium-mediated conjugate addition of bromoform

  摘要：

  The reaction of 6,7-dihydroindolizin-8(5H)-one and an aromatic aldehyde yielded (E)-7-(arylmethylene)-6,7-dihydroindolizin-8(5H)-ones which underwent addition of bromoform in the presence of magnesium under N-2 to give a novel series of 3-aryl-2,2-dibromo-5'H-spiro[cyclopropane-1,7'-indolizin]-8'(6'H)-one derivatives. The structures of the products were established by H-1 NMR, C-13 NMR, IR spectroscopy and mass spectra.

  DOI：

  10.3184/174751913x13814138618396
• 作为产物：
  描述：

  6,7-dihydroindolizin-8(5H)-one 、 3,5-二甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以62%的产率得到(E)-7-(3,5-dimethoxybenzylidene)-6,7-dihydroindolizin-8(5H)-one
  参考文献：
  名称：

  Synthesis of novel spiro[cyclopropane-indolizine] derivatives via magnesium-mediated conjugate addition of bromoform

  摘要：

  The reaction of 6,7-dihydroindolizin-8(5H)-one and an aromatic aldehyde yielded (E)-7-(arylmethylene)-6,7-dihydroindolizin-8(5H)-ones which underwent addition of bromoform in the presence of magnesium under N-2 to give a novel series of 3-aryl-2,2-dibromo-5'H-spiro[cyclopropane-1,7'-indolizin]-8'(6'H)-one derivatives. The structures of the products were established by H-1 NMR, C-13 NMR, IR spectroscopy and mass spectra.

  DOI：

  10.3184/174751913x13814138618396

文献信息

• Synthesis of novel 2'-aryl-4'-hydroxy-4',5,5',6-tetrahydro- 2'H,8H-spiro[indolizine-7,3'-thiophen]-8-one derivatives via sulfa-Michael/aldol cascade reactions
  作者：Yulin Huang、Guihua Tang、Demin Ren、Ju-Lan Zeng、Xiaofang Li

  DOI：10.1007/s10593-020-02620-9

  日期：2020.1

  The sulfa-Michael/aldol cascade reaction of (E)-7-arylidene-6,7-dihydroindolizin-8(5H)-ones and 1,4-dithiane-2,5-diol afforded novel 2'-aryl-4'-hydroxy-4',5,5',6-tetrahydro-2'H,8H-spiro[indolizine-7,3'-thiophen]-8-ones in low to moderate yields. The structures of all products were characterized thoroughly by NMR, IR, HRMS, together with X-ray crystallographic analysis.

  （E）-7-亚芳基-6,7-二氢吲哚嗪-8（5 H）-ones和1,4-二噻吩-2,5-二醇的磺胺-迈克尔/羟醛级联反应提供了新型2'-芳基-4 2'-羟基-4'，5,5' ，6-四氢-2' ħ，8 ħ -螺[吲嗪7,3' -噻吩] -8-酮在低到中等的产率。所有产品的结构均通过NMR，IR，HRMS和X射线晶体学分析进行了全面表征。