dimethyl 2-(2-chloromethylallyl)-2-(2-methylallyl)malonate | 1333120-19-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 2-(2-chloromethylallyl)-2-(2-methylallyl)malonate
• CAS: 1333120-19-6
• 化学式: C₁₃H₁₉ClO₄
• 分子量: 274.744
• InChiKey: WRLAHFWAIRUMJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.47
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  氯碘羟喹 、 dimethyl 2-(2-chloromethylallyl)-2-(2-methylallyl)malonate 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以64%的产率得到dimethyl 2-(2-(5-chloro-7-iodoquinolin-8-yloxymethyl)allyl)-2-(2-methylallyl)malonate
  参考文献：
  名称：

  Palladium-Catalyzed Carbohalogenation: Bromide to Iodide Exchange and Domino Processes

  摘要：

  Aryl bromides have been used to prepare a variety of nitrogen- and oxygen-containing heterocycles featuring new carbon-carbon and carbon-iodine bonds. This palladium-catalyzed carbohalogenation requires potassium iodide for the reaction to proceed in high yields. Additionally, the first examples of domino carbohalogenation reactions have been demonstrated using both aryl iodide and aryl bromide starting materials. Complex products with multiple rings and stereogenic centers are generated in excellent yields with moderate to excellent diastereoselectivities.

  DOI：

  10.1021/ja206099t
• 作为产物：
  描述：

  3-氯-2-氯甲基丙烯 、 dimethyl (2-methyl-2-propenyl)-propanedioate 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 以94%的产率得到dimethyl 2-(2-chloromethylallyl)-2-(2-methylallyl)malonate
  参考文献：
  名称：

  Palladium-Catalyzed Carbohalogenation: Bromide to Iodide Exchange and Domino Processes

  摘要：

  Aryl bromides have been used to prepare a variety of nitrogen- and oxygen-containing heterocycles featuring new carbon-carbon and carbon-iodine bonds. This palladium-catalyzed carbohalogenation requires potassium iodide for the reaction to proceed in high yields. Additionally, the first examples of domino carbohalogenation reactions have been demonstrated using both aryl iodide and aryl bromide starting materials. Complex products with multiple rings and stereogenic centers are generated in excellent yields with moderate to excellent diastereoselectivities.

  DOI：

  10.1021/ja206099t