N-(1-(1-methyl-1H-indol-3-yl)ethyl)acetamide | 1261063-39-1

• 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: N-(1-(1-methyl-1H-indol-3-yl)ethyl)acetamide
• 英文别名: N-[1-(1-methyl-3-indolyl)ethyl]acetamide；N-[1-(1-methylindol-3-yl)ethyl]acetamide
• CAS: 1261063-39-1
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: SJFPOLULXKFICM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 N-乙基乙酰胺 在 Fe₃O⁽⁶⁺⁾*3C₈H₄O₄^(2-) 、 二叔丁基过氧化物 作用下， 以 二苯醚 为溶剂， 反应 1.08h， 以77%的产率得到N-(1-(1-methyl-1H-indol-3-yl)ethyl)acetamide
  参考文献：
  名称：

  使用 Fe3O(BDC)3 作为多相催化剂通过氧化 CH 官能化直接 CC 偶联吲哚与烷基酰胺

  摘要：

  摘要 制备了金属-有机骨架Fe 3 O(BDC) 3 ，并使用可回收的多相催化剂通过氧化CH官能化将吲哚与烷基酰胺直接CC偶联。与其他 MOF 和其他均相铁催化剂相比，该催化剂对直接 CC 偶联转化的催化效率更高。吲哚与烷基酰胺的偶联只能在固体骨架催化剂存在下继续形成吲哚衍生物，如果有的话，提供浸出的活性铁物质是微不足道的。Fe-MOF催化剂可以多次重复用于通过直接CC偶联合成吲哚衍生物，而不会显着降低催化活性。据我们所知，

  DOI：

  10.1016/j.molcata.2016.07.042

文献信息

• Triarylaminium salt facilitated Friedel–Crafts reaction of indoles with enamides and vinyl ethers
  作者：Congde Huo、Lisheng Kang、Xiaolan Xu、Xiaodong Jia、Xicun Wang、Haisheng Xie、Yong Yuan

  DOI：10.1016/j.tetlet.2013.12.055

  日期：2014.1

  available stable radical cation triarylaminium salt can be used as an efficient initiator for Friedel–Crafts reaction of indoles with enamides to regioselectively construct complex indole derivatives and for double Friedel–Crafts reaction of indoles with vinyl ethers to offer 3,3′-Bis(indolyl)alkane derivatives. The ready availability of the starting materials and the usefulness of the products make this

  市售的稳定自由基阳离子三芳基铵盐可以用作吲哚与酰胺类化合物的Friedel-Crafts反应以选择性地构建复杂的吲哚衍生物的有效引发剂，以及吲哚与乙烯基醚的双重Friedel-Crafts反应以提供3,3'-Bis（）的有效引发剂。吲哚基）烷烃衍生物。起始材料的随时可用和产品的实用性使该策略具有吸引力。
• Iron-Catalyzed Oxidative Coupling of Alkylamides with Arenes through Oxidation of Alkylamides Followed by Friedel−Crafts Alkylation
  作者：Eiji Shirakawa、Nanase Uchiyama、Tamio Hayashi

  DOI：10.1021/jo102217m

  日期：2011.1.7

  FeCL(3) in combination with t-BuOOt-Bu as an oxidant was found to be an efficient catalyst for oxidation of alkylamides to alpha-(tert-butoxy)alkylamides. FeCl(2) and CuCl showed, respectively, almost the same and slightly lower activities compared with FeCl(3) in the tert-butoxylation of N-phenylpyrrolidone (1a), whereas no tert-butoxylated product was obtained by use of Fe(OTf)(3), RuCl(3), or Zr(OTf)(4). FeCl(3) was found to be effective also as a catalyst for the Friedel-Crafts alkylation with thus obtained alpha-(tert-butoxy)alkylamides. The Friedel-Crafts alkylation proceeded smoothly also in the presence of a catalytic amount of Fe(OTf)(3), RuCl(3), or Zr(OTf)(4). In contrast, FeCl(2) and CuCl, which showed certain activity toward the tert-butoxylation, failed to promote the Friedel Crafts alkylation. Among the transition metal complexes thus far examined, only FeCl(3) showed high catalytic activities for both the oxidation and the Friedel-Crafts alkylation. The bifunctionality of FeCl(3) was utilized for the oxidative coupling of alkylamides with arenes through a tandem reaction consisting of oxidation of alkylamides to alpha-(tert-butoxy)alkylamides and the following Friedel-Crafts alkylation. The FeCl(3)-catalyzed oxidative coupling is applicable to a wide variety of alkylamides and arenes, though a combination of FeCl(3) with Fe(OTf)(3) was found to be effective for the reaction of arenes with low nucleophilicity. A Fe(II)-Fe(III) catalytic cycle is concerned with the tert-butoxylation, whereas a Fe(III) complex as a Lewis acid catalyzes the Friedel-Crafts alkylation.
• Direct C C coupling of indoles with alkylamides via oxidative C H functionalization using Fe3O(BDC)3 as a productive heterogeneous catalyst
  作者：Son H. Doan、Khoa D. Nguyen、Phuc T. Huynh、Tung T. Nguyen、Nam T.S. Phan

  DOI：10.1016/j.molcata.2016.07.042

  日期：2016.11

  used a recyclable heterogeneous catalyst for the direct C C coupling of indoles with alkylamides via oxidative C H functionalization. The catalyst expressed higher catalytic efficiency for the direct C C coupling transformation than that of other MOFs and that of other homogeneous iron catalysts. The coupling of indoles with alkylamides could only continued to form indole derivatives in the presence of

  摘要 制备了金属-有机骨架Fe 3 O(BDC) 3 ，并使用可回收的多相催化剂通过氧化CH官能化将吲哚与烷基酰胺直接CC偶联。与其他 MOF 和其他均相铁催化剂相比，该催化剂对直接 CC 偶联转化的催化效率更高。吲哚与烷基酰胺的偶联只能在固体骨架催化剂存在下继续形成吲哚衍生物，如果有的话，提供浸出的活性铁物质是微不足道的。Fe-MOF催化剂可以多次重复用于通过直接CC偶联合成吲哚衍生物，而不会显着降低催化活性。据我们所知，