(E)-2-(1,3-dithiolan-2-ylidene)-3-oxo-N,5-di-p-tolylpent-4-enamide | 1204406-80-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2-(1,3-dithiolan-2-ylidene)-3-oxo-N,5-di-p-tolylpent-4-enamide
• 英文别名: (E)-2-(1,3-dithiolan-2-ylidene)-N,5-bis(4-methylphenyl)-3-oxopent-4-enamide
• CAS: 1204406-80-3
• 化学式: C₂₂H₂₁NO₂S₂
• 分子量: 395.546
• InChiKey: RPTKHJRLSDCXDL-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-(1,3-dithiolan-2-ylidene)-3-oxo-N,5-di-p-tolylpent-4-enamide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以65%的产率得到3-(1,3-Dithiolan-2-ylidene)-1,6-bis(4-methylphenyl)piperidine-2,4-dione
  参考文献：
  名称：

  Polarity-Reversible Conjugate Addition Tuned by Remote Electronic Effects

  摘要：

  A new concept, polarity-reversible conjugate addition, has been described, based on the findings that the polarity of a classical Michael acceptor can be reversed through remote electronic effects. In addition, the remote electronic effects are tunable, and both five- and six-membered nitrogen rings can be constructed starting from acyclic precursors having the same enone structure unit simply by varying a remote substituent in the molecules.

  DOI：

  10.1021/ol902551m

文献信息

• Base-catalyzed bicyclization of dialkyl glutaconates with cinnamoylacetamides: a synthetic strategy for isoquinolinedione derivatives
  作者：Lei Li、Yu-Long Zhao、He Wang、Yi-Jin Li、Xianxiu Xu、Qun Liu

  DOI：10.1039/c3cc46931j

  日期：——

  We report here that polysubstituted dihydroisoquinolones and isoquinolones can be constructed by the one-pot reaction of the readily available acyclic alpha,beta-unsaturated carbonyl precursors and dialkyl glutaconates under mild basic conditions (1-45 min for the former vs. 1-6 h for the latter) via the domino process involving [3+3] annulation/intramolecular aza-cyclization.

  我们在这里报告说，多取代的二氢异喹啉酮和异喹啉酮可以通过在温和的碱性条件下（易燃的前者为1-45分钟，而1-6小时为一小时的无环α，β-不饱和羰基前体和戊二酸二烷基酯的一锅反应）来构建。 （对于后者））通过涉及[3 + 3]环空/分子内氮杂环化的多米诺骨工艺。
• Polarity-Reversible Conjugate Addition Tuned by Remote Electronic Effects
  作者：Yifei Li、Xianxiu Xu、Jing Tan、Peiqiu Liao、Jingping Zhang、Qun Liu

  DOI：10.1021/ol902551m

  日期：2010.1.15

  A new concept, polarity-reversible conjugate addition, has been described, based on the findings that the polarity of a classical Michael acceptor can be reversed through remote electronic effects. In addition, the remote electronic effects are tunable, and both five- and six-membered nitrogen rings can be constructed starting from acyclic precursors having the same enone structure unit simply by varying a remote substituent in the molecules.