3,3'-(1H-pyrrole-2,5-diyl)bis(1,3-diphenylpropan-1-one) | 888483-15-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3,3'-(1H-pyrrole-2,5-diyl)bis(1,3-diphenylpropan-1-one)
• 英文别名: 1-Propanone, 3,3'-1H-pyrrole-2,5-diylbis[1,3-diphenyl-；3-[5-(3-oxo-1,3-diphenylpropyl)-1H-pyrrol-2-yl]-1,3-diphenylpropan-1-one
• CAS: 888483-15-6
• 化学式: C₃₄H₂₉NO₂
• 分子量: 483.61
• InChiKey: UECHLFVTRWCDDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吡咯 、 反式-查耳酮 在 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以78%的产率得到3,3'-(1H-pyrrole-2,5-diyl)bis(1,3-diphenylpropan-1-one)
  参考文献：
  名称：

  使用溴化铜作为催化剂将吡咯加成到α，β-不饱和酮上

  摘要：

  溴化铜用作将吡咯加成至烯酮的催化剂。当两种反应物以等摩尔量使用时，获得单和二烷基化产物。但是，使用过量的烯酮只能提供二烷基化产物。因此，显示出溴化铜是吡咯二烷基化的有效催化剂。

  DOI：

  10.1016/j.tetlet.2006.08.030

文献信息

• Efficient Friedel–Crafts alkylation of indoles and pyrrole with enones and nitroalkene in water
  作者：Najmedin Azizi、Fezzeh Arynasab、Mohammad R. Saidi

  DOI：10.1039/b610263h

  日期：——

  An operationally simple and entirely green protocol for heteropoly acid (10 mg) catalyst conjugate addition of indoles and pyrrole to unsaturated carbonyl compounds and nitroalkene in water at ambient temperature in good to excellent yields has been developed.

  已开发出一种操作简单且完全绿色的方案，用于在环境温度下以良好或优异的收率将吲哚和吡咯杂多酸（10 mg）催化剂共轭加成至不饱和羰基化合物和硝基烯烃。
• Iodine-catalyzed efficient conjugate addition of pyrroles to α,β-unsaturated ketones
  作者：Biswanath Das、Nikhil Chowdhury、Kongara Damodar

  DOI：10.1016/j.tetlet.2007.02.094

  日期：2007.4

  Iodine was used as a catalyst for the conjugate addition of pyrroles to α,β-unsaturated ketones at room temperature. Mono- and dialkylated products were obtained by using equimolar amounts of the reactants. However, the use of excess enones afforded only dialkylated products.

  碘被用作在室温下将吡咯共轭加成到α，β-不饱和酮上的催化剂。通过使用等摩尔量的反应物获得单烷基化和二烷基化的产物。但是，使用过量的烯酮仅得到二烷基化产物。
• The combined use of cationic palladium(II) with a surfactant for the C–H functionalization of indoles and pyrroles in water
  作者：Taku Kitanosono、Masumi Miyo、Shū Kobayashi

  DOI：10.1016/j.tet.2015.07.044

  日期：2015.10

  The utility of electrophilic palladium(II) species was demonstrated for C-H bond functionalization of indoles and pyrroles in water. The system displayed attractive features that are reminiscent of both precious-metal catalysis and micellar catalysis. (C) 2015 Elsevier Ltd. All rights reserved.
• Bismuth Trichloride–Catalyzed C‐Alkylation of Pyrroles with Electron‐Deficient Olefins
  作者：Zhuang‐Ping Zhan、Jing‐Liang Yu、Wen‐Zhen Yang

  DOI：10.1080/00397910500522074

  日期：2006.6.1
• Conjugate addition of pyrroles to α,β-unsaturated ketones using copper bromide as a catalyst
  作者：Radhika S. Kusurkar、Sandip K. Nayak、Neelam L. Chavan

  DOI：10.1016/j.tetlet.2006.08.030

  日期：2006.10

  Copper bromide was used as a catalyst for the addition of pyrroles to enones. When both the reactants were used in equimolar amounts, mono and dialkylated products were obtained. However, the use of excess enone furnished only dialkylated products. Thus, copper bromide was shown to be an efficient catalyst for the dialkylation of pyrroles.

  溴化铜用作将吡咯加成至烯酮的催化剂。当两种反应物以等摩尔量使用时，获得单和二烷基化产物。但是，使用过量的烯酮只能提供二烷基化产物。因此，显示出溴化铜是吡咯二烷基化的有效催化剂。