3-(4-methyl-1,3-dithiol-2-ylidene)pentane-2,4-dione | 52894-41-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基硫酯
• 英文名称: 3-(4-methyl-1,3-dithiol-2-ylidene)pentane-2,4-dione
• CAS: 52894-41-4
• 化学式: C₉H₁₀O₂S₂
• 分子量: 214.309
• InChiKey: NHHFJXCEAOFHKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-methyl-1,3-dithiol-2-ylidene)pentane-2,4-dione 、 C.I.酸性橙108 以 乙腈 为溶剂， 反应 2.0h， 以73%的产率得到1-[5-Acetyl-2-(2-hydroxyethylamino)-4-methylthiophen-3-yl]ethanone
  参考文献：
  名称：

  Efficient One-Pot Synthesis of Polyfunctionalized Thiophenes via an Amine-Mediated Ring Opening of EWG-Activated 2-Methylene-1,3-dithioles

  摘要：

  An amine-mediated ring-opening reaction of EWG-activated 2-methylene-1,3-dithioles (EWG = electron-withdrawing group) was disclosed, and a new route to highly substituted thiophenes was developed via the ring opening of 1,3-dithioles and subsequent intramolecular annulation and amine substitution. This one-pot reaction could proceed efficiently under mild conditions.

  DOI：

  10.1021/ol7021752
• 作为产物：
  描述：

  3-(4-bromomethyl-[1,3]-dithiolan-2-ylidene)-pentane-2,4-dione 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以95%的产率得到3-(4-methyl-1,3-dithiol-2-ylidene)pentane-2,4-dione
  参考文献：
  名称：

  Facile and Efficient Synthesis of Substituted 1,4‐Dithiafulvalenes from β‐Dicarbonyl Compounds

  摘要：

  DOI：

  10.1080/00397910701544646

文献信息

• Facile and Efficient Synthesis of Substituted 1,4‐Dithiafulvalenes from β‐Dicarbonyl Compounds
  作者：Jiqing Zhang、Yulong Zhao、Dazhi Li、Fushun Liang、Qun Liu

  DOI：10.1080/00397910701544646

  日期：2007.9.1
• Efficient One-Pot Synthesis of Polyfunctionalized Thiophenes via an Amine-Mediated Ring Opening of EWG-Activated 2-Methylene-1,3-dithioles
  作者：Fushun Liang、Dazhi Li、Lei Zhang、Jingjie Gao、Qun Liu

  DOI：10.1021/ol7021752

  日期：2007.11.1

  An amine-mediated ring-opening reaction of EWG-activated 2-methylene-1,3-dithioles (EWG = electron-withdrawing group) was disclosed, and a new route to highly substituted thiophenes was developed via the ring opening of 1,3-dithioles and subsequent intramolecular annulation and amine substitution. This one-pot reaction could proceed efficiently under mild conditions.