2-(1H-indol-3-yl)-1-phenyl-2-(p-tolylamino)ethanone | 1401073-52-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1H-indol-3-yl)-1-phenyl-2-(p-tolylamino)ethanone
• 英文别名: 2-(1H-indol-3-yl)-1-phenyl-2-(p-tolylamino)ethan-1-one；2-(1H-indol-3-yl)-2-(4-methylanilino)-1-phenylethanone
• CAS: 1401073-52-6
• 化学式: C₂₃H₂₀N₂O
• 分子量: 340.425
• InChiKey: WCSSVPVIXHTPLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚 、 N-phenacyl-p-toluidine 在 C₃₀H₂₄N₆Ru*2Cl^(1-) 、 氧气 作用下， 以 二氯甲烷 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 以58%的产率得到2-(1H-indol-3-yl)-1-phenyl-2-(p-tolylamino)ethanone
  参考文献：
  名称：

  Direct α-Arylation of α-Amino Carbonyl Compounds with Indoles Using Visible Light Photoredox Catalysis

  摘要：

  A general and mild method for the construction of functionalized 2-(1H-indol-3-yl)-2-amino-carbonyl compounds was achieved, which represents the first example of direct alpha-arylation of alpha-amino carbonyl compounds with indoles using the visible light photoredox catalysis strategy.

  DOI：

  10.1021/jo301691h

文献信息

• Regiodivergent Synthesis of Penta-Substituted Pyrroles through a Cascade [3 + 2] Cyclization of C-Acylimines with Activated Alkynes and Aromatic Nucleophiles
  作者：Jagadeshwar Vannada、Mahesh Sulthan、Doma Arun、Ravikrishna Dada、Srinivasarao Yaragorla

  DOI：10.1021/acs.joc.0c00712

  日期：2020.5.15

  one-pot, four-component cascade cyclization reaction of α-keto aldehydes, anilines, activated alkynes, and aromatic nucleophiles is developed to synthesize a diverse range of pharmaceutically important penta-substituted pyrroles. The reaction proceeds through the cascade cyclization of acylimines (in situ formed) with activated alkynes and aromatic nucleophiles such as indoles, pyrroles, and naphthols at

  开发了高度耐用的一锅，四组分级联的α-酮醛，苯胺，活化炔烃和芳香亲核试剂的级联环化反应，以合成多种药学上重要的五取代吡咯。该反应通过在室温下在钙（II）催化下以高收率和广泛的底物多样性与活化炔烃和芳族亲核试剂如吲哚，吡咯和萘一起进行级联环化反应（原位形成）进行。
• Direct α-Arylation of α-Amino Carbonyl Compounds with Indoles Using Visible Light Photoredox Catalysis
  作者：Zhi-Qiang Wang、Ming Hu、Xiao-Cheng Huang、Lu-Bing Gong、Ye-Xiang Xie、Jin-Heng Li

  DOI：10.1021/jo301691h

  日期：2012.10.5

  A general and mild method for the construction of functionalized 2-(1H-indol-3-yl)-2-amino-carbonyl compounds was achieved, which represents the first example of direct alpha-arylation of alpha-amino carbonyl compounds with indoles using the visible light photoredox catalysis strategy.