methyl 2-(1,2-dimethyl-1H-indol-3-yl)-2-(p-tolylamino)acetate | 1415810-59-1

• 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: methyl 2-(1,2-dimethyl-1H-indol-3-yl)-2-(p-tolylamino)acetate
• 英文别名: methyl 2-(2-methyl-1H-indol-3-yl)-2-(p-tolylamino)acetate
• CAS: 1415810-59-1
• 化学式: C₁₉H₂₀N₂O₂
• 分子量: 308.38
• InChiKey: QQJAOVHFPVBKBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  54.12
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 methyl 2-(4-methylphenylamino)acetate 在 bis(2-phenylpyridinato)(2,2'-bipyridine)iridium(III) hexafluorophosphate 、 zinc acetate dehydrate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以50%的产率得到methyl 2-(1,2-dimethyl-1H-indol-3-yl)-2-(p-tolylamino)acetate
  参考文献：
  名称：

  Merging visible-light photoredox and Lewis acid catalysis for the functionalization and arylation of glycine derivatives and peptides

  摘要：

  一种利用可见光光致还原和路易斯酸催化的接力催化协议，已被开发用于α-氨基酸和二肽的功能化。

  DOI：

  10.1039/c2cc36995h

文献信息

• Auto-Oxidative Coupling of Glycine Derivatives
  作者：Congde Huo、Yong Yuan、Mingxia Wu、Xiaodong Jia、Xicun Wang、Fengjuan Chen、Jing Tang

  DOI：10.1002/anie.201406905

  日期：2014.12.1

  The unprecedented title reaction between glycine derivatives and indoles, as well as the auto‐oxidative Povarov/aromatization tandem reaction of glycine derivatives with olefins are described. The reactions were performed in the absence of redox‐active catalysts and chemical oxidants under mild reaction conditions. Only simple organic solvents and air (or O2) were required.

  描述了甘氨酸衍生物和吲哚之间空前的标题反应，以及甘氨酸衍生物与烯烃的自氧化Povarov /芳香化串联反应。反应在温和的反应条件下，在没有氧化还原活性催化剂和化学氧化剂的情况下进行。仅需要简单的有机溶剂和空气（或O 2）。
• Copper(I) Chloride-Catalyzed Aerobic Oxidative Arylation of Glycine Ester and Amide Derivatives
  作者：Congde Huo、Cheng Wang、Mingxia Wu、Xiaodong Jia、Haisheng Xie、Yong Yuan

  DOI：10.1002/adsc.201300535

  日期：2014.2.10

  AbstractA simple and efficient copper(I) chloride‐catalyzed aerobic oxidative coupling of glycine derivatives (glycine esters, glycine amides and short peptides) with indoles has been developed. The reaction is performed in the absence of any other additives under mild conditions and only requires simple copper salts as a catalyst and oxygen as a co‐oxidant.magnified image