Methyl 2-cyano-2-[2-(4-methoxybenzoyl)phenyl]acetate | 1220532-01-3

• 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: Methyl 2-cyano-2-[2-(4-methoxybenzoyl)phenyl]acetate
• 英文别名: methyl 2-cyano-2-[2-(4-methoxybenzoyl)phenyl]acetate
• CAS: 1220532-01-3
• 化学式: C₁₈H₁₅NO₄
• 分子量: 309.321
• InChiKey: LBHKPHMYNAZESA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-cyano-2-[2-(4-methoxybenzoyl)phenyl]acetate 、 3-溴丙烯 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以71%的产率得到Methyl 1-(4-methoxyphenyl)-3-prop-2-enylisoquinoline-4-carboxylate
  参考文献：
  名称：

  An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol

  摘要：

  We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from delta-ketonitriles. Initial attack of allylindium species Occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines. (C) 2009 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.013
• 作为产物：
  描述：

  2-氟-4’-甲氧基苯甲酮 、 氰乙酸乙酯 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以59%的产率得到Methyl 2-cyano-2-[2-(4-methoxybenzoyl)phenyl]acetate
  参考文献：
  名称：

  An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol

  摘要：

  We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from delta-ketonitriles. Initial attack of allylindium species Occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines. (C) 2009 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.013

文献信息

• An expedient synthesis of poly-substituted naphthalenes: consecutive Michael, intramolecular aldol, and decarboxylative Michael cascade of δ-ketonitriles
  作者：Sung Hwan Kim、Yu Mi Kim、Hyun Seung Lee、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2010.01.062

  日期：2010.3

  method was developed for poly-substituted naphthalenes via the multi-step, one-pot domino reaction of δ-ketonitriles involving a sequential Michael addition, intramolecular aldol, lactonization, decarboxylative Michael addition, and elimination processes.

  通过多步，一锅式的δ-乙腈多米诺骨反应，开发了一种高效的合成方法，该反应涉及依次进行迈克尔加成，分子内醛醇缩合，内酯化，脱羧迈克尔加成和消除过程。
• An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol
  作者：Sung Hwan Kim、Hyun Seung Lee、Ko Hoon Kim、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2009.09.013

  日期：2009.11

  We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from delta-ketonitriles. Initial attack of allylindium species Occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines. (C) 2009 Elsevier Ltd All rights reserved.