3-methylene-5-methylpiperidin-2-one | 514847-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-methylene-5-methylpiperidin-2-one
• 英文别名: 5-Methyl-3-methylidenepiperidin-2-one
• CAS: 514847-19-9
• 化学式: C₇H₁₁NO
• mdl: MFCD18815786
• 分子量: 125.17
• InChiKey: FXXAMTSVUDYLTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  一氧化碳 、 4-methyl-5-aminopenta-1,2-diene 在 十二羰基三钌 、 三乙胺 作用下， 100.0 ℃ 、1.01 MPa 条件下， 以41%的产率得到3,5-dimethyl-5,6-dihydro-1H-pyridin-2-one
  参考文献：
  名称：

  Ruthenium-Catalyzed Cyclocarbonylation of Allenyl Alcohols and Amines:  Selective Synthesis of Lactones and Lactams

  摘要：

  Allenyl alcohols such as 4-hydroxybuta-1,2-dienes and 5-hydroxypenta-1,2-dienes having a variety of substituents undergo cyclocarbonylation in the presence of a ruthenium catalyst under mild conditions selectively to give five- and six-membered lactones in a high yield with 100% atom economy. 5-Aminopenta-1,2-dines are also cyclocarbonylated to give gamma-lactams. A possible carbonylation mechanism involving a ruthenium cluster intermediate is proposed on the basis of experimental results.

  DOI：

  10.1021/jo0350615

文献信息

• Ruthenium-Catalyzed Cyclocarbonylation of Allenyl Alcohols and Amines:  Selective Synthesis of Lactones and Lactams
  作者：Eiji Yoneda、Shi-Wei Zhang、Da-Yang Zhou、Kiyotaka Onitsuka、Shigetoshi Takahashi

  DOI：10.1021/jo0350615

  日期：2003.10.1

  Allenyl alcohols such as 4-hydroxybuta-1,2-dienes and 5-hydroxypenta-1,2-dienes having a variety of substituents undergo cyclocarbonylation in the presence of a ruthenium catalyst under mild conditions selectively to give five- and six-membered lactones in a high yield with 100% atom economy. 5-Aminopenta-1,2-dines are also cyclocarbonylated to give gamma-lactams. A possible carbonylation mechanism involving a ruthenium cluster intermediate is proposed on the basis of experimental results.