N-Allyl-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-2-oxo-acetamide | 189681-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-Allyl-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-2-oxo-acetamide
• CAS: 189681-61-6
• 化学式: C₁₄H₁₂N₂O₄
• 分子量: 272.26
• InChiKey: BNHJGLZQTPETJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  80.42
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-Allyl-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-2-oxo-acetamide 在 lithium aluminium tetrahydride 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 生成 2-(7-Allyl-6,7,8,9-tetrahydro-5H-1,3-dioxa-7,9-diaza-cyclopenta[b]fluoren-8-ylmethyl)-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  A One-Pot Tandem Pictet-Spengler-Diels-Alder Synthesis of Apoyohimbines from 3-Carbomethoxy-2-(formylmethyl)-3-sulfolene

  摘要：

  Pictet-Spengler reactions were carried out between 3-carbomethoxy-2-(formylmethyl)-3-sulfolene and tryptamines. Without isolation, the products were converted with complete stereoselectivity into apoyohimbine derivatives, via sulfur dioxide extrusion followed by intramolecular Diels-Alder cyclisation. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00547-9
• 作为产物：
  描述：

  5,6-亚甲基二氧基吲哚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-Allyl-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-2-oxo-acetamide
  参考文献：
  名称：

  A One-Pot Tandem Pictet-Spengler-Diels-Alder Synthesis of Apoyohimbines from 3-Carbomethoxy-2-(formylmethyl)-3-sulfolene

  摘要：

  Pictet-Spengler reactions were carried out between 3-carbomethoxy-2-(formylmethyl)-3-sulfolene and tryptamines. Without isolation, the products were converted with complete stereoselectivity into apoyohimbine derivatives, via sulfur dioxide extrusion followed by intramolecular Diels-Alder cyclisation. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00547-9