N-(2-cyano-6-hex-1-ynyl-4-nitrophenyl)-2,2,2-trifluoroacetamide | 1224449-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-cyano-6-hex-1-ynyl-4-nitrophenyl)-2,2,2-trifluoroacetamide
• CAS: 1224449-75-5
• 化学式: C₁₅H₁₂F₃N₃O₃
• 分子量: 339.274
• InChiKey: CPCLQKLBFGFMQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2-cyano-6-hex-1-ynyl-4-nitrophenyl)-2,2,2-trifluoroacetamide 、 1-(4-喹啉基)甲胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯胂 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.5h， 以60%的产率得到2-butyl-5-nitro-3-(6-oxocyclohex-1-en-1-yl)-1H-indole-7-carbonitrile
  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
• 作为产物：
  描述：

  、 三氟乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以1.17 g的产率得到N-(2-cyano-6-hex-1-ynyl-4-nitrophenyl)-2,2,2-trifluoroacetamide
  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.