2-ethyl-1,5-diphenyl-1H-pyrrole | 1198410-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-ethyl-1,5-diphenyl-1H-pyrrole
• 英文别名: 2-Ethyl-1,5-diphenylpyrrole
• CAS: 1198410-83-1
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: WUDLMPBABWQFPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  硫代吗啉 、 聚合甲醛 、 2-ethyl-1,5-diphenyl-1H-pyrrole 在 溶剂黄146 、 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 生成 4-[(2-Ethyl-1,5-diphenyl-pyrrol-3-yl)methyl]thiomorpholine
  参考文献：
  名称：

  1,5-Diaryl-2-ethyl pyrrole derivatives as antimycobacterial agents: Design, synthesis, and microbiological evaluation

  摘要：

  During the search of novel antitubercular drugs related to BM 212, new diarylpyrroles were designed and synthesized on the basis of a structure-activity relationship analysis of many pyrroles previously described by us. Among them, 1-(4-fluorophenyl)-2-ethyl-3-(thiomorpholin-4-yl)methyl-5-(4-methylphenyl)-1H-pyrrole (2b) proved to be particularly active, with a minimum inhibitory concentration (MIC, expressed as mu g/mL) and a protection index (PI) better than or comparable to those of reference compounds. Also the remaining compounds were very active, although their MIC and PI were in general lower than those of their parent 2-methyl analogues. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.06.005
• 作为产物：
  描述：

  1-苯基己烷-1,4-二酮 、 苯胺 在 对甲苯磺酸 作用下， 反应 0.5h， 生成 2-ethyl-1,5-diphenyl-1H-pyrrole
  参考文献：
  名称：

  1,5-Diaryl-2-ethyl pyrrole derivatives as antimycobacterial agents: Design, synthesis, and microbiological evaluation

  摘要：

  During the search of novel antitubercular drugs related to BM 212, new diarylpyrroles were designed and synthesized on the basis of a structure-activity relationship analysis of many pyrroles previously described by us. Among them, 1-(4-fluorophenyl)-2-ethyl-3-(thiomorpholin-4-yl)methyl-5-(4-methylphenyl)-1H-pyrrole (2b) proved to be particularly active, with a minimum inhibitory concentration (MIC, expressed as mu g/mL) and a protection index (PI) better than or comparable to those of reference compounds. Also the remaining compounds were very active, although their MIC and PI were in general lower than those of their parent 2-methyl analogues. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.06.005

文献信息

• Ruthenium-Catalyzed Synthesis of Highly Substituted Pyrroles from 1-Vinylpropargyl Alcohols and Amines
  作者：Nora Thies、Martin Gerlach、Edgar Haak

  DOI：10.1002/ejoc.201300803

  日期：2013.11

  Ruthenium-catalyzed atom-economic transformations of 1-vinylpropargyl alcohols with amines leading to highly substituted pyrroles in a one-pot cascade process are reported. The allylation/cycloisomerization sequence is catalyzed by a single ruthenium(0) complex that contains a redox-coupled dienone ligand and can be extended by an additional [3,3] rearrangement. The environmentally benign reactions

  报道了钌催化的 1-乙烯基炔丙醇与胺的原子经济转化，导致在一锅级联过程中产生高度取代的吡咯。烯丙基化/环异构化序列由包含氧化还原偶联二烯酮配体的单个钌 (0) 络合物催化，并可通过额外的 [3,3] 重排进行扩展。环境友好的反应允许金属催化将廉价且易于获得的材料转化为高度官能化的吡咯，而水作为唯一的废物产物。