N-(2-(1-(4-Chlorophenyl)-1-hydroxyprop-2-yn-1-yl)-5-methylphenyl)-2,2,2-trifluoroacetamide | 1609487-70-8

• 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-(1-(4-Chlorophenyl)-1-hydroxyprop-2-yn-1-yl)-5-methylphenyl)-2,2,2-trifluoroacetamide
• CAS: 1609487-70-8
• 化学式: C₁₈H₁₃ClF₃NO₂
• 分子量: 367.755
• InChiKey: DHBIWQLWGPNCQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.33
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  异氰酸叔丁酯 、 N-(2-(1-(4-Chlorophenyl)-1-hydroxyprop-2-yn-1-yl)-5-methylphenyl)-2,2,2-trifluoroacetamide 在 palladium(II) trifluoroacetate 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以78%的产率得到N-tert-butyl-2-[3-(4-chlorophenyl)-6-methyl-1H-indol-2-yl]acetamide
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Intramolecular Oxy/Amino-Palladation/Isocyanide Insertion: Synthesis of α-Benzofuranyl/Indolylacetamides

  摘要：

  A novel palladium-catalyzed approach to 2-benzofuranyl/indolylacetamides from 1-(o-hydroxy/aminophenyl)propargylic alcohols and isocyanides is described. The reaction proceeds through a cascade that includes oxy/aminopalladation, isocyanide insertion, and 1,4-hydroxyl migration. No oxidant or ligand is needed to promote the cascade, and the reactions are carried out under mild conditions to afford the products through high functional tolerance.

  DOI：

  10.1021/ol501048x
• 作为产物：
  描述：

  (2-amino-5-methylphenyl)(4-chlorophenyl)methanone 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.17h， 生成 N-(2-(1-(4-Chlorophenyl)-1-hydroxyprop-2-yn-1-yl)-5-methylphenyl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Intramolecular Oxy/Amino-Palladation/Isocyanide Insertion: Synthesis of α-Benzofuranyl/Indolylacetamides

  摘要：

  A novel palladium-catalyzed approach to 2-benzofuranyl/indolylacetamides from 1-(o-hydroxy/aminophenyl)propargylic alcohols and isocyanides is described. The reaction proceeds through a cascade that includes oxy/aminopalladation, isocyanide insertion, and 1,4-hydroxyl migration. No oxidant or ligand is needed to promote the cascade, and the reactions are carried out under mild conditions to afford the products through high functional tolerance.

  DOI：

  10.1021/ol501048x