methyl 2-methoxycarbonyl-4-(3-methoxyphenyl)butanoate | 327621-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 2-methoxycarbonyl-4-(3-methoxyphenyl)butanoate
• 英文别名: Dimethyl 2-[2-(3-methoxyphenyl)ethyl]propanedioate
• CAS: 327621-51-2
• 化学式: C₁₄H₁₈O₅
• 分子量: 266.294
• InChiKey: VMCCOOQOJGEFDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-methoxycarbonyl-4-(3-methoxyphenyl)butanoate 在 六氟异丙醇 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1,1-dimethoxycarbonyl-5-methoxyindane
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f
• 作为产物：
  描述：

  1-碘-2-(3-甲氧基苯基)乙烷 、 丙二酸二甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以84%的产率得到methyl 2-methoxycarbonyl-4-(3-methoxyphenyl)butanoate
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f

文献信息

• Development of Brønsted Base–Photocatalyst Hybrid Systems for Highly Efficient C–C Bond Formation Reactions of Malonates with Styrenes
  作者：Sebastian Baś、Yasuhiro Yamashita、Shu̅ Kobayashi

  DOI：10.1021/acscatal.0c02716

  日期：2020.9.18

  developed for reactions of malonates with styrene derivatives. The concept of this process lies in the photo-oxidation of catalytic amounts of the enolate to form reactive radicals that react with alkene double bonds under mild reaction conditions. This is an example of visible-light-activated C–C bond formation reactions of malonates with alkenes to realize high atom economy under very mild reaction conditions

  已开发出布朗斯台德碱-光催化剂混合体系，用于丙二酸酯与苯乙烯衍生物的反应。该方法的概念在于催化量的烯醇化物的光氧化以形成在温和的反应条件下与烯烃双键反应的反应性自由基。这是丙二酸酯与烯烃的可见光活化C–C键形成反应的一个示例，该反应在非常温和的反应条件下无需使用任何过渡金属催化剂即可实现高原子经济性。