2-(2-thien-2-yl-1H-indol-3-yl)cyclohex-2-en-1-one | 1224449-90-4

• 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: 2-(2-thien-2-yl-1H-indol-3-yl)cyclohex-2-en-1-one
• 英文别名: 2-(2-thiophen-2-yl-1H-indol-3-yl)cyclohex-2-en-1-one
• CAS: 1224449-90-4
• 化学式: C₁₈H₁₅NOS
• 分子量: 293.389
• InChiKey: PRWJRGCGFQIUKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-喹啉基)甲胺 、 2-(2-thienyl)ethynyltrifluoroacetanilide 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯胂 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以95%的产率得到2-(2-thien-2-yl-1H-indol-3-yl)cyclohex-2-en-1-one
  参考文献：
  名称：

  3-(2-Alken-1-one-2-yl)indoles through the palladium-catalyzed reaction of 2-alkynyltrifluoroacetanilides with cyclic α-iodoenones

  摘要：

  alpha-Iodoenones can be efficiently employed as organic electrophiles in the Pd-catalyzed synthesis of 2, 3-disubstituted indoles from 2-alkynyltrifluoroacetanilides. Best results were obtained using the weak ligand As(Ph)(3). The methodology reported provides an efficient entry to indoles bearing a 2-alkenon-2-yl moiety linked in the 3-position, that possesses a scarcely reported substitution pattern. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.096

文献信息

• 3-(2-Alken-1-one-2-yl)indoles through the palladium-catalyzed reaction of 2-alkynyltrifluoroacetanilides with cyclic α-iodoenones
  作者：Antonio Arcadi、Roberto Cianci、Giovanni Ferrara、Fabio Marinelli

  DOI：10.1016/j.tet.2010.01.096

  日期：2010.3

  alpha-Iodoenones can be efficiently employed as organic electrophiles in the Pd-catalyzed synthesis of 2, 3-disubstituted indoles from 2-alkynyltrifluoroacetanilides. Best results were obtained using the weak ligand As(Ph)(3). The methodology reported provides an efficient entry to indoles bearing a 2-alkenon-2-yl moiety linked in the 3-position, that possesses a scarcely reported substitution pattern. (C) 2010 Elsevier Ltd. All rights reserved.