1-(1-methyl-2-propenyl)pyrrole | 35801-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(1-methyl-2-propenyl)pyrrole
• 英文别名: N-α-Methylallylpyrrol；1-(1-methyl-allyl)-pyrrole；1H-Pyrrole, 1-(1-methyl-2-propenyl)-；1-but-3-en-2-ylpyrrole
• CAS: 35801-86-6
• 化学式: C₈H₁₁N
• 分子量: 121.182
• InChiKey: OOPWZGTVIWDJJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(1-methyl-2-propenyl)pyrrole 、 一氧化碳 在 dodecacarbonyltetrarhodium(0) 、 氢气 作用下， 以 甲苯 为溶剂， 100.0 ℃ 、10.13 MPa 条件下， 生成 2-methyl-3-(pyrrol-1-yl)butanal 、 5-methyl-5,6-dihydroindonizine
  参考文献：
  名称：

  An original approach to 5,6-dihydroindolizines from 1-allylpyrroles by a tandem hydroformylation/cyclization/dehydration sequence

  摘要：

  6-Methyl-5,6-dihydroindolizine and 3- or 2-ethyl derivatives were obtained via a one-pot hydroformylation/cyclization/dehydration sequence starting from 1-(2-methyl-2-propenyl)pyrroles. 7-Phenyl-5,6-dihydroindolizine and 5-methyl-5,6-dihydroindolizine were similarly synthesized. An easily occurring electrophilic aromatic substitution by the carbon atom of the carbonyl group on the cl-position of the pyrrole ring with the formation of the six-membered ring is the key-step of the process. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00625-6
• 作为产物：
  描述：

  吡咯 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 以68%的产率得到1-(1-methyl-2-propenyl)pyrrole
  参考文献：
  名称：

  An original approach to 5,6-dihydroindolizines from 1-allylpyrroles by a tandem hydroformylation/cyclization/dehydration sequence

  摘要：

  6-Methyl-5,6-dihydroindolizine and 3- or 2-ethyl derivatives were obtained via a one-pot hydroformylation/cyclization/dehydration sequence starting from 1-(2-methyl-2-propenyl)pyrroles. 7-Phenyl-5,6-dihydroindolizine and 5-methyl-5,6-dihydroindolizine were similarly synthesized. An easily occurring electrophilic aromatic substitution by the carbon atom of the carbonyl group on the cl-position of the pyrrole ring with the formation of the six-membered ring is the key-step of the process. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00625-6

文献信息

• An original approach to 5,6-dihydroindolizines from 1-allylpyrroles by a tandem hydroformylation/cyclization/dehydration sequence
  作者：Roberta Settambolo、Aldo Caiazzo、Raffaello Lazzaroni

  DOI：10.1016/s0040-4039(01)00625-6

  日期：2001.6

  6-Methyl-5,6-dihydroindolizine and 3- or 2-ethyl derivatives were obtained via a one-pot hydroformylation/cyclization/dehydration sequence starting from 1-(2-methyl-2-propenyl)pyrroles. 7-Phenyl-5,6-dihydroindolizine and 5-methyl-5,6-dihydroindolizine were similarly synthesized. An easily occurring electrophilic aromatic substitution by the carbon atom of the carbonyl group on the cl-position of the pyrrole ring with the formation of the six-membered ring is the key-step of the process. (C) 2001 Elsevier Science Ltd. All rights reserved.