4-bromo-3-(1,3-dithiolan-2-ylidene)-6-phenyl-3,6-dihydro-2H-pyran-2-one | 1160791-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4-bromo-3-(1,3-dithiolan-2-ylidene)-6-phenyl-3,6-dihydro-2H-pyran-2-one
• 英文别名: 4-bromo-5-(1,3-dithiolan-2-ylidene)-2-phenyl-2H-pyran-6-one
• CAS: 1160791-41-2
• 化学式: C₁₄H₁₁BrO₂S₂
• 分子量: 355.276
• InChiKey: ISOQAAHHHBITBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-2-(1,3-dithiolan-2-ylidene)-3-oxo-5-phenylpent-4-enoic acid 在 三溴化磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以82%的产率得到4-bromo-3-(1,3-dithiolan-2-ylidene)-6-phenyl-3,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Direct Synthesis of Polyfunctionalized Unsaturated δ-Lactones and δ-Lactams from α-Alkenoyl α-Carboxyl/Carbamoyl Ketene S,S-Acetals under Vilsmeier Conditions

  摘要：

  An efficient method for direct synthesis of polyfunctionalized unsaturated delta-lactones 2 and delta-lactams 4 has been developed from the reaction of the easily available alpha-alkenoyl alpha-carboxy/carbamoyl ketene S,S-acetals 1/3 and Vilsmeier reagents (DMF/POCl3 or DMF/PBr3) via a cyclization followed by a halovinylation or haloformylation sequence.

  DOI：

  10.1021/jo900663z

文献信息

• Direct Synthesis of Polyfunctionalized Unsaturated δ-Lactones and δ-Lactams from α-Alkenoyl α-Carboxyl/Carbamoyl Ketene <i>S</i>,<i>S</i>-Acetals under Vilsmeier Conditions
  作者：Jun Liu、Mang Wang、Feng Han、Yingjie Liu、Qun Liu

  DOI：10.1021/jo900663z

  日期：2009.7.17

  An efficient method for direct synthesis of polyfunctionalized unsaturated delta-lactones 2 and delta-lactams 4 has been developed from the reaction of the easily available alpha-alkenoyl alpha-carboxy/carbamoyl ketene S,S-acetals 1/3 and Vilsmeier reagents (DMF/POCl3 or DMF/PBr3) via a cyclization followed by a halovinylation or haloformylation sequence.