1-苯基-1H-吲哚-2-羧酸甲酯 | 78945-61-6

• 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
• 中文名称: 1-苯基-1H-吲哚-2-羧酸甲酯
• 英文名称: 1-fenil-2-metossicarbonilindolo
• 英文别名: methyl 1-phenyl-1H-indole-2-carboxylate；2-methoxycarbonyl-1-phenylindole；methyl 1-phenylindole-2-carboxylate；1-phenyl-1H-indole-2-carboxylic acid methyl ester；1-Phenyl-1H-indole-2-carboxylic acid methyl ester
• CAS: 78945-61-6
• 化学式: C₁₆H₁₃NO₂
• 分子量: 251.285
• InChiKey: RVKLZOCUMZIJCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  343.7±25.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苯基-1H-吲哚-2-羧酸甲酯 在 manganese(IV) oxide 、 sodium tetrahydroborate 、 calcium chloride 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 50.5h， 生成 1-fenil-2,3-diformilindolo
  参考文献：
  名称：

  Garuti, L.; Ferranti, A.; Giovanninetti, G., Farmaco, Edizione Scientifica, 1981, vol. 36, # 6, p. 393 - 399

  摘要：

  DOI：
• 作为产物：
  描述：

  溴苯 、 吲哚-2-羧酸甲酯 在 potassium phosphate 、 copper(l) iodide 、 N,N'-二甲基乙二胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以37%的产率得到1-苯基-1H-吲哚-2-羧酸甲酯
  参考文献：
  名称：

  Heterocyclization Approach for Electrooxidative Coupling of Functional Primary Alkylamines with Aromatics

  摘要：

  A new approach for electrooxidative coupling of aromatic compounds and primary alkylamines bearing a functional group such as a hydroxyl group and an amino group was developed. The key to the success of the transformation is heterocydization of functional primary alkylamines. Treatment of primary alkylamines bearing a functional group with nitriles or their equivalents gives the corresponding heterocycles. The electrochemical oxidation of aromatic substrates in the presence of the heterocycles followed by chemical reaction under nonoxidative conditions gave the desired coupling products.

  DOI：

  10.1021/jacs.5b06526

文献信息

• Mn(OAc)3-Mediated Regioselective Radical Alkoxycarbonylation of Indoles, Pyrimidinones, and Pyridinones
  作者：Jian-Ping Zou、Wei Zhang、Cheng-Kun Li、Dong-Liang Zhang、Ogundipe Olamiji、Pei-Zhi Zhang、Adedamola Shoberu

  DOI：10.1055/s-0037-1610039

  日期：2018.8

  alkoxycarbonylation of indoles, pyrimidinones, and pyridinones with alkyl carbazates is reported. The reactions proceed through a radical process to afford regioselectively 3-carboxylated indoles, 5-carboxylated pyrimidinones, and 3-carboxylated pyridin­ones in moderate to good yields under mild reaction conditions. Mn(OAc)3-mediated alkoxycarbonylation of indoles, pyrimidinones, and pyridinones with alkyl

  作为特别主题“现代自由基方法及其在合成中的战略应用”的一部分发布 抽象的 Mn（OAc）3介导的吲哚，嘧啶酮和吡啶酮与烷基咔唑的烷氧基羰基化反应。反应通过自由基过程进行，以在温和的反应条件下以中等至良好的产率提供区域选择性的3-羧化吲哚，5-羧化嘧啶酮和3-羧化吡啶酮。 Mn（OAc）3介导的吲哚，嘧啶酮和吡啶酮与烷基咔唑的烷氧基羰基化反应。反应通过自由基过程进行，以在温和的反应条件下以中等至良好的产率提供区域选择性的3-羧化吲哚，5-羧化嘧啶酮和3-羧化吡啶酮。
• MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：Martynova Irina

  公开号：US20140042370A1

  公开（公告）日：2014-02-13

  The present invention relates to compounds of the formula (1) and formula (2), which are suitable for use in electronic devices, in particular in organic electroluminescent devices.

  本发明涉及公式（1）和公式（2）的化合物，适用于电子器件，特别是有机电致发光器件。
• Tandem Palladium-Catalyzed N,C-Coupling/Carbonylation Sequence for the Synthesis of 2-Carboxyindoles
  作者：Tiago O. Vieira、Laura A. Meaney、Yong-Ling Shi、Howard Alper

  DOI：10.1021/ol801985q

  日期：2008.11.6

  Tandem palladium-catalyzed N,C-coupling/carbonylation, under 10 atm of carbon monoxide and at 110 degrees C, is a novel and efficient method for the preparation of 2-carboxyindoles. The catalyst system tolerates a variety of functional groups, and the noted indoles were obtained in good isolated yields.
• Hydroxamic Acids Block Replication of Hepatitis C Virus
  作者：Teng Ai、Yanli Xu、Li Qiu、Robert J. Geraghty、Liqiang Chen

  DOI：10.1021/jm501330g

  日期：2015.1.22

  Intrigued by the role of protein acetylation in hepatitis C virus (HCV) replication, we tested known histone deacetylase (HDAC) inhibitors and a focused library of structurally simple hydroxamic acids for inhibition of a HCV subgenomic replicon. While known HDAC inhibitors with varied inhibitory profiles proved to be either relatively toxic or ineffective, structureactivity relationship (SAR) studies on cinnamic hydroxamic acid and benzo[b]thiophen-2-hydroxamic acid gave rise to compounds 22 and 53, which showed potent and selective anti-HCV activity and therefore are promising starting points for further structural optimization and mechanistic studies.
• US9620722B2
  申请人：——

  公开号：US9620722B2

  公开（公告）日：2017-04-11