1-Methyl-4-jod-2-pyrrolcarboxaldehyd | 40566-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Methyl-4-jod-2-pyrrolcarboxaldehyd
• 英文别名: 4-Jod-1-methylpyrrol-2-aldehyd；4-iodo-1-methyl-1H-pyrrole-2-carbaldehyde；4-iodo-1-methyl-pyrrole-2-carbaldehyde；4-iodo-1-methylpyrrole-2-carbaldehyde
• CAS: 40566-08-3
• 化学式: C₆H₆INO
• 分子量: 235.024
• InChiKey: GHHYKNRBUUPSEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  1-Methyl-4-jod-2-pyrrolcarboxaldehyd 、 三丁基乙烯基锡 在 bis(triphenylphosphine)palladium(II)-chloride 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以92%的产率得到2-formyl-1-methyl-4-vinylpyrrole
  参考文献：
  名称：

  An efficient synthesis of 3-vinylpyrroles by Stille coupling reaction of 3-iodopyrroles with vinyltributyltin

  摘要：

  Several 3-vinylpyrrolic compounds with different functional groups have been synthesized by Stille coupling reaction of S-iodopyrroles with vinyltributyltin in 80-92% yields. Under the same reaction conditions it was found that 3-bromopyrroles gave the corresponding product in very poor yield, while 3-chloropyrroles were unreactive.

  DOI：

  10.1016/0040-4039(95)01459-u
• 作为产物：
  描述：

  N-甲基-2-吡咯甲醛 在 一氯化碘 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以63%的产率得到1-Methyl-4-jod-2-pyrrolcarboxaldehyd
  参考文献：
  名称：

  A convenient iodination of indoles and derivatives

  摘要：

  We report a direct iodination of indole and derivative compounds with iodine monochloride (ICI) in the presence of Celite (R). This procedure has now been extended to the iodination of substituted indoles, azaindoles and pyrroles. The scope of this procedure is exemplified by the iodination of melatonin in 98% yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.053

文献信息

• A convenient iodination of indoles and derivatives
  作者：Salha Hamri、Jose Rodríguez、Joan Basset、Gérald Guillaumet、M. Dolors Pujol

  DOI：10.1016/j.tet.2012.05.053

  日期：2012.8

  We report a direct iodination of indole and derivative compounds with iodine monochloride (ICI) in the presence of Celite (R). This procedure has now been extended to the iodination of substituted indoles, azaindoles and pyrroles. The scope of this procedure is exemplified by the iodination of melatonin in 98% yield. (C) 2012 Elsevier Ltd. All rights reserved.
• An efficient synthesis of 3-vinylpyrroles by Stille coupling reaction of 3-iodopyrroles with vinyltributyltin
  作者：Jianji Wang、A. Ian Scott

  DOI：10.1016/0040-4039(95)01459-u

  日期：1995.9

  Several 3-vinylpyrrolic compounds with different functional groups have been synthesized by Stille coupling reaction of S-iodopyrroles with vinyltributyltin in 80-92% yields. Under the same reaction conditions it was found that 3-bromopyrroles gave the corresponding product in very poor yield, while 3-chloropyrroles were unreactive.