Methyl 2-(2-oxocyclobutanecarbonyl)sulfanylacetate | 1093076-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 2-(2-oxocyclobutanecarbonyl)sulfanylacetate
• CAS: 1093076-61-9
• 化学式: C₈H₁₀O₄S
• 分子量: 202.231
• InChiKey: KCDQBXJXONFAPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  85.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-diazocyclopentane-1,3-dione 、 巯基乙酸甲酯 以 甲苯 为溶剂， 180.0 ℃ 、1.7 MPa 条件下， 反应 0.24h， 以95%的产率得到Methyl 2-(2-oxocyclobutanecarbonyl)sulfanylacetate
  参考文献：
  名称：

  Microwave-Assisted Wolff Rearrangement of Cyclic 2-Diazo-1,3-Diketones: An Eco-compatible Route to α-Carbonylated Cycloalkanones

  摘要：

  The microwave-assisted Wolff rearrangement of cyclic 2-diazo-1.3-diketones performed in the presence of a stoichiometric amount of alcohol, amine, or thiol is an efficient, user, and environmentally friendly synthetic protocol for the synthesis of alpha-carbonylated cycloalkanones. This approach proves superior to existing protocols in scope and eco-compatibility.

  DOI：

  10.1021/jo8021567

文献信息

• Microwave-Assisted Wolff Rearrangement of Cyclic 2-Diazo-1,3-Diketones: An Eco-compatible Route to α-Carbonylated Cycloalkanones
  作者：Marc Presset、Yoann Coquerel、Jean Rodriguez

  DOI：10.1021/jo8021567

  日期：2009.1.2

  The microwave-assisted Wolff rearrangement of cyclic 2-diazo-1.3-diketones performed in the presence of a stoichiometric amount of alcohol, amine, or thiol is an efficient, user, and environmentally friendly synthetic protocol for the synthesis of alpha-carbonylated cycloalkanones. This approach proves superior to existing protocols in scope and eco-compatibility.