5-chloro-2-methyl-3-(2-nitro-1-phenylethyl)-1H-indole | 1227380-57-5

• 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: 5-chloro-2-methyl-3-(2-nitro-1-phenylethyl)-1H-indole
• CAS: 1227380-57-5
• 化学式: C₁₇H₁₅ClN₂O₂
• 分子量: 314.771
• InChiKey: LYGFYEODRNRDFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.93
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5-氯-2-甲基吲哚 、 β-硝基苯乙烯 在 C₆₆H₆₄Ag₂N₈O₄⁽²⁺⁾*2F₆P^(1-) 、 palladium diacetate 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以90%的产率得到5-chloro-2-methyl-3-(2-nitro-1-phenylethyl)-1H-indole
  参考文献：
  名称：

  一类有效的双 NHC 盐：在温和反应条件下的 Pd 催化反应中的应用†

  摘要：

  这项研究描述了一类有效的双-N-杂环卡宾 (bis-NHC) 盐，可以很容易地由市售且廉价的起始材料制成。描述了这些盐在 Pd 催化反应中的应用。原位生成的钯 (Pd) 催化剂在温和的反应条件下非常有效。

  DOI：

  10.1039/c8ra04094j

文献信息

• Bottom-Up Assembly of a Highly Efficient Metal–Organic Framework for Cooperative Catalysis
  作者：Changda Li、Haitong Tang、Yu Fang、Zhifeng Xiao、Kunyu Wang、Xiang Wu、Helin Niu、Chengfeng Zhu、Hong-cai Zhou

  DOI：10.1021/acs.inorgchem.8b02434

  日期：2018.11.5

  In this study, we demonstrate a bottom-up assembly of a monomeric copper complex and a two-dimensional (2-D) heterometallic metal-organic framework (MOF) from a carboxylate-functionalized tridentate Schiff base ligand and metal ions. The obtained 2-D MOF features a unique bimetallic copper center which is different from its monometallic precursor and acts as an efficient heterogeneous catalyst for the Friedel-Crafts reaction and Henry reaction. The MOF catalyst shows a remarkably superior activity compared to its homogeneous counterparts in a wide range of substrates. It is presumably ascribed to the dual activation of the substrates by the active bimetallic copper center confined in the MOF network, which is supported by the significant changes in catalytic activity at low catalyst/substrates ratios when using the 2-D MOF and its precursor as catalysts, respectively. Moreover, the MOF catalyst also shows an excellent stability and recyclability. Our work, therefore, provides a stepwise strategy to design a heterogeneous cooperative catalyst, by taking advantage of the modulated structure of MOF and tunable functionality of the tridentate Schiff base, with high performance in a variety of organic synthesis.
• A combination of water and microwave irradiation promotes the catalyst-free addition of pyrroles and indoles to nitroalkenes
  作者：Margherita De Rosa、Annunziata Soriente

  DOI：10.1016/j.tet.2010.02.055

  日期：2010.4

  A combination of water and microwave irradiation was used for the first time to perform a catalyst-free nitro-Michael addition of pyrroles and indoles. Under superheated conditions, the water trends to ionize by changing its chemical and physical properties. Therefore, we performed a new green-protocol using the water either as environmentally no harm solvent or as catalyst. The reaction success is independent from the kind of pyrrole, indole or nitroalkenes rapidly affording the corresponding adducts and giving excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.