2-chloro-N-[1-(4-methoxyphenyl)-2-methylpropan-2-yl]acetamide

• 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: 2-chloro-N-[1-(4-methoxyphenyl)-2-methylpropan-2-yl]acetamide
• 化学式: C₁₃H₁₈ClNO₂
• 分子量: 255.744
• InChiKey: VENUSUSVEATQLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-N-[1-(4-methoxyphenyl)-2-methylpropan-2-yl]acetamide 在 溶剂黄146 、 硫脲 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以0.17 g的产率得到1-(4-甲氧基苯基)-2-甲基丙烷-2-胺
  参考文献：
  名称：

  通过Pd（II）催化的NH2定向将Michael受体插入C–H键中，然后进行NH2偶联的加成反应，制备取代的四氢异喹啉

  摘要：

  3,3-Disubstituted tetrahydroisoquinolines are prepared in one step from Michael acceptors and 2-phenylethylamines under Pd catalysis and Ag2CO3 as an oxidant. Presumably, activation of an ortho C-H bond of the aromatic ring with Pd(II) is directed by the primary amine to form a palladacycle. Insertion of the olefin, subsequent conjugated addition of the amine, and reductive elimination of Pd(0) affords the expected products. Silver carbonate is not necessary when 2-phenylethylamines are converted previously to N-benzoyloxy-2-phenylethylamines.

  DOI：

  10.1021/acs.organomet.6b00944
• 作为产物：
  描述：

  1-(4-甲氧基苯基)-2-甲基丙烷-2-醇 、 氯乙腈 在 硫酸 、 溶剂黄146 作用下， 生成 2-chloro-N-[1-(4-methoxyphenyl)-2-methylpropan-2-yl]acetamide
  参考文献：
  名称：

  通过Pd（II）催化的NH2定向将Michael受体插入C–H键中，然后进行NH2偶联的加成反应，制备取代的四氢异喹啉

  摘要：

  3,3-Disubstituted tetrahydroisoquinolines are prepared in one step from Michael acceptors and 2-phenylethylamines under Pd catalysis and Ag2CO3 as an oxidant. Presumably, activation of an ortho C-H bond of the aromatic ring with Pd(II) is directed by the primary amine to form a palladacycle. Insertion of the olefin, subsequent conjugated addition of the amine, and reductive elimination of Pd(0) affords the expected products. Silver carbonate is not necessary when 2-phenylethylamines are converted previously to N-benzoyloxy-2-phenylethylamines.

  DOI：

  10.1021/acs.organomet.6b00944

文献信息

• Preparation of Substituted Tetrahydroisoquinolines by Pd(II)-Catalyzed NH₂-Directed Insertion of Michael Acceptors into C–H Bonds Followed by NH₂-Conjugated Addition
  作者：Andrea Mancinelli、Carla Alamillo、Joan Albert、Xavier Ariza、Haizea Etxabe、Jaume Farràs、Jordi Garcia、Jaume Granell、F. Javier Quijada

  DOI：10.1021/acs.organomet.6b00944

  日期：2017.2.27

  3,3-Disubstituted tetrahydroisoquinolines are prepared in one step from Michael acceptors and 2-phenylethylamines under Pd catalysis and Ag2CO3 as an oxidant. Presumably, activation of an ortho C-H bond of the aromatic ring with Pd(II) is directed by the primary amine to form a palladacycle. Insertion of the olefin, subsequent conjugated addition of the amine, and reductive elimination of Pd(0) affords the expected products. Silver carbonate is not necessary when 2-phenylethylamines are converted previously to N-benzoyloxy-2-phenylethylamines.