(E)-5-(4-bromophenyl)-2-(1,3-dithiolan-2-ylidene)-N-(4-methylphenyl)-3-oxopent-4-enamide | 1204406-84-7

• 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)-5-(4-bromophenyl)-2-(1,3-dithiolan-2-ylidene)-N-(4-methylphenyl)-3-oxopent-4-enamide
• CAS: 1204406-84-7
• 化学式: C₂₁H₁₈BrNO₂S₂
• 分子量: 460.415
• InChiKey: GQLAGJUQVCLSGO-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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)-5-(4-bromophenyl)-2-(1,3-dithiolan-2-ylidene)-N-(4-methylphenyl)-3-oxopent-4-enamide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以71%的产率得到6-(4-Bromophenyl)-3-(1,3-dithiolan-2-ylidene)-1-(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

• Double Isocyanide Cyclization: A Synthetic Strategy for Two-Carbon-Tethered Pyrrole/Oxazole Pairs
  作者：Yifei Li、Xianxiu Xu、Jing Tan、Chunyu Xia、Dawei Zhang、Qun Liu

  DOI：10.1021/ja110864t

  日期：2011.2.16

  A new strategy for the construction of the compounds with two different heterocycles, linked by a C(2)-tether via a domino process involving [5 + 1] annulation, ring-opening, and subsequent double isocyanide cyclization, from the reaction of ethyl isocyanoacetate with divinyl ketones (DVKs) has been developed. The chemoselective fragmentation of the cyclohexanone intermediate is the key for the formation

  一种新策略，用于构建具有两个不同杂环的化合物，通过 C(2)-tether 通过多米诺过程连接 [5 + 1] 环化、开环和随后的双异氰化物环化，来自乙基的反应已开发出含二乙烯基酮的异氰乙酸酯 (DVK)。环己酮中间体的化学选择性断裂不仅是形成 C(2)-tether 的关键，也是形成两个不同杂环的关键。