N-ethyl-4-methyl-2-(phenylethynyl)aniline | 1207518-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-ethyl-4-methyl-2-(phenylethynyl)aniline
• CAS: 1207518-09-9
• 化学式: C₁₇H₁₇N
• 分子量: 235.329
• InChiKey: DZRFPJSYXLZJCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-ethyl-4-methyl-2-(phenylethynyl)aniline 在 gold(III) chloride 、 potassium carbonate 、 sodium iodide 作用下， 以 甲苯 、 丁酮 为溶剂， 反应 22.0h， 生成 1-Ethyl-5-methyl-2-phenyl-3-prop-2-enylindole
  参考文献：
  名称：

  Gold-catalyzed heteroannulation and allyl migration: synthesis of highly functionalized indole derivatives

  摘要：

  Highly substituted indole derivatives have been prepared in good to excellent yields by a novel gold-catalyzed cyclization accompanied by [3,3]-migration of the allyl strategy. We have been able to introduce an allyl group at the Cl position of pyrano[3,2-e]indol-6(7H)-one and pyrrolo[3,2-f]quinolin-7(6H)-one moieties that provide a scope for further transformation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.108
• 作为产物：
  描述：

  N-ethyl-2-bromo-4-methyl-aniline 、 苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-ethyl-4-methyl-2-(phenylethynyl)aniline
  参考文献：
  名称：

  分子内叠氮化物-炔烃[3 + 2]环加成：1,2,3-三唑融合的二苯并[1,5]重氮衍生物的多功能合成途径

  摘要：

  已实现了叠氮化物与炔烃的分子内Huisgen 1,3-偶极环加成反应轻松合成[1,2,3]三唑并二苯并[1,5]重氮化合物。该方法提供了干净的反应，并易于以优异的产率分离出产物。 三唑-重氮-分子内1,3-偶极环加成-氮杂环

  DOI：

  10.1055/s-0029-1218763

文献信息

• Manganese(III) acetate mediated oxidative radical cyclizations of α-substituted N-[2-(phenylethynyl)phenyl]acetamides
  作者：Che-Ping Chuang、Yan-Jhu Chen

  DOI：10.1016/j.tet.2016.02.041

  日期：2016.4

  An effective method for the synthesis of 3,4-disubstituted quinolin-2(1H)-ones was reported. α-Carbonylalkyl radical, produced by the manganese(III) acetate oxidation of α-substituted N-[2-(phenylethynyl)phenyl]acetamides, undergoes a 6-exo-dig cyclization onto the C–C triple bond efficiently and 3,4-disubstituted quinolin-2(1H)-ones were produced. Heterocyclic substrates could also be used to generate

  报道了一种有效的合成3,4-二取代的喹啉-2（1 H）-ones的方法。由α-取代的N- [2-（苯基乙炔基）苯基]乙酰胺的乙酸锰（III）氧化产生的α-羰基烷基自由基经过6-exo-dig环化反应，形成CC-C三键，3,4制备了双取代的喹啉-2（1 H）-1 。杂环底物也可用于平稳地产生相应的喹啉-2（1 H）-一。各种官能团，包括甲氧基羰基，氰基，二乙氧基磷酰基和苯甲酰基，都与反应条件相容。在Mn（II）/ Co（II）/ O 2条件下，这些喹啉2（1 H也可以从相应的N- [2-（苯基乙炔基）苯基]乙酰胺中获得一个，并使用催化量的乙酸锰（II）。
• Palladium-mediated reductive Mizoroki–Heck cyclization strategy for the regioselective formation of dibenzoazocinone framework
  作者：K.C. Majumdar、Tapas Ghosh、Santanu Chakravorty

  DOI：10.1016/j.tetlet.2010.04.084

  日期：2010.6

  The synthesis of dibenzoazocine framework through palladium-mediated reductive Mizoroki-Heck cyclization has been described. The procedure is simple, straightforward, and regioselective. (C) 2010 Elsevier Ltd. All rights reserved.
• Catalyst-Free 1,3-Dipolar Cycloaddition: An Efficient Route for the Formation of the 1,2,3-Triazole-Fused Diazepinone Framework
  作者：K. Majumdar、Krishanu Ray、Sintu Ganai、Tapas Ghosh

  DOI：10.1055/s-0029-1218610

  日期：2010.3

  A catalyst-free, effective method for the synthesis of the hitherto unreported 1,2,3-triazole-fused diazepinone framework in good to excellent yield through 1,3-dipolar cycloaddition is reported. The generality of the reaction is demonstrated by the synthesis of an array of [1,2,3]triazolodiazepinones. The methodology offers a clean reaction and easy isolation of the products in good to excellent yield.
• Palladium-Mediated Reductive Heck Cyclization for the Formation of Dibenzoazepinone Framework
  作者：K. Majumdar、Santanu Chakravorty、Tapas Ghosh、B. Sridhar

  DOI：10.1055/s-0029-1218298

  日期：2009.12

  The dibenzoazepinone framework has been synthesized through a palladium-mediated Sonogashira cross-coupling followed by a reductive Fleck cyclization. The reactions are simple. straightforward, and have been carried Out Under ligand-free conditions.