3-formyl-1-(2-iodoethyl)indole | 250355-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-formyl-1-(2-iodoethyl)indole
• 英文别名: 1-(2-Iodoethyl)indole-3-carbaldehyde
• CAS: 250355-38-5
• 化学式: C₁₁H₁₀INO
• 分子量: 299.111
• InChiKey: CCVDXRAOBYBMRD-UHFFFAOYSA-N

物化性质

• 沸点：
  401.3±25.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-formyl-1-(2-iodoethyl)indole 在 盐酸羟胺 、 magnesium sulfate 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以68%的产率得到1-(2-iodoethyl)-1H-indole-3-carbonitrile
  参考文献：
  名称：

  A tandem carbonylation/cyclization radical process of 1-(2-iodoethyl)indoles and pyrrole

  摘要：

  The AIBN-induced radical reaction of 1-(2-iodoethyl)indoles and pyrroles with Bu3SnH under 80 atm of CO was examined. Carbon monoxide was efficiently trapped by an alkyl radical to form an acyl radical which underwent intramolecular addition to the aromatic system to produce bicyclic aromatic ketones after in situ oxidation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01346-5
• 作为产物：
  描述：

  1-(2-氯乙基)-1H-吲哚-3-甲醛 在 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以98%的产率得到3-formyl-1-(2-iodoethyl)indole
  参考文献：
  名称：

  A tandem carbonylation/cyclization radical process of 1-(2-iodoethyl)indoles and pyrrole

  摘要：

  The AIBN-induced radical reaction of 1-(2-iodoethyl)indoles and pyrroles with Bu3SnH under 80 atm of CO was examined. Carbon monoxide was efficiently trapped by an alkyl radical to form an acyl radical which underwent intramolecular addition to the aromatic system to produce bicyclic aromatic ketones after in situ oxidation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01346-5

文献信息

• A tandem radical addition/cyclization process of 1-(2-iodoethyl)indoles and methyl acrylate
  作者：Luis D Miranda*、Raymundo Cruz-Almanza、Miriam Pavón、Yeni Romero、Joseph M Muchowski

  DOI：10.1016/s0040-4039(00)01829-3

  日期：2000.12

  Benzindolizidine systems are generated in moderate yields by a hexabutylditin mediated consecutive radical addition, cyclization, oxidation process from 1-(2-iodoethyl)indoles and methyl acrylate. (C) 2000 Published by Elsevier Science Ltd.