ethyl 3-(4-(methoxycarbonyl)benzoyl)indolizine-1-carboxylate | 1395896-01-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-(4-(methoxycarbonyl)benzoyl)indolizine-1-carboxylate
• 英文别名: Ethyl 3-(4-methoxycarbonylbenzoyl)indolizine-1-carboxylate
• CAS: 1395896-01-1
• 化学式: C₂₀H₁₇NO₅
• 分子量: 351.359
• InChiKey: XKFHUQQSFUTWKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(3-羟基-1-丙炔)苯甲酸甲酯 在 manganese(IV) oxide 、 氧气 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 20.0~100.0 ℃ 、101.33 kPa 条件下， 反应 8.0h， 生成 ethyl 3-(4-(methoxycarbonyl)benzoyl)indolizine-1-carboxylate
  参考文献：
  名称：

  Catalyst-Free Annulation of 2-Pyridylacetates and Ynals with Molecular Oxygen: An Access to 3-Acylated Indolizines

  摘要：

  A catalyst and additive-free annulation of 2-pyridylacetates and ynals under molecular oxygen was the first developed, affording 3-acylated indolizines in good to excellent yields. Molecular oxygen was used as the source of the carbonyl oxygen atom in indolizines. This approach was compatible with a wide range of functional groups, and especially it has been successfully extended to unsaturated double bonds and triple bonds, which were difficult to prepare by previous methods in a single step.

  DOI：

  10.1021/acs.joc.8b02883

文献信息

• Facile approach to diverse 3-acylated indolizines via a sequential Sonogashira coupling/iodocyclization process
  作者：Youngeun Jung、Ikyon Kim

  DOI：10.1016/j.tet.2012.07.068

  日期：2012.9

  Successful implementation of a sequential Pd-catalyzed Sonogashira cross-coupling/iodine-promoted 5-exo-dig cyclization procedure with pyridines bearing a terminal alkyne moiety provided direct and straightforward access to a diverse array of 3-acylated indolizines under mild conditions.

  连续的Pd催化Sonogashira交叉偶联/碘促进的5- exo - dig环化程序的实施是在温和条件下直接和直接获得各种3-酰化吲哚嗪的直接途径，所述吡啶带有末端炔基部分。