ethyl 4-(4-fluorophenyl)-2-methyl-4-oxobutanoate | 1522361-88-1

• 英文名称: ethyl 4-(4-fluorophenyl)-2-methyl-4-oxobutanoate
• CAS: 1522361-88-1
• 化学式: C₁₃H₁₅FO₃
• 分子量: 238.259
• InChiKey: JRFRYNUUNCMZGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氟苯乙酮 在 吡啶 、 selenium(IV) oxide 、 2,4,5,6-四(9H-咔唑-9-基)异酞腈 、 potassium tert-butylate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 ethyl 4-(4-fluorophenyl)-2-methyl-4-oxobutanoate
  参考文献：
  名称：

  α-酮酸选择性光氧化还原脱羧为烯丙基酮和1,4-二羰基化合物，取决于钴肟的催化作用。

  摘要：

  描述了光氧化还原/钴肟共催化的α-酮酸和甲基丙烯酸酯的偶联反应，以获得烯丙基酮。如果没有钴肟肟催化剂，则会生成1,4-二羰基化合物。该钴肟肟催化剂能够脱氢以生成新的烯烃。通用性，良好的底物范围和温和的条件是光氧化还原/钴氧肟催化方案的良好特征，该方法将为更多烯烃的功能化提供新的机会。

  DOI：

  10.1039/d0cc05580h

文献信息

• Organic Dye-Catalyzed Intermolecular Radical Coupling of α-Bromocarbonyls with Olefins: Photocatalytic Synthesis of 1,4-Ketocarbonyls Using Air as an Oxidant
  作者：Soumyadeep Roy Chowdhury、Deepak Singh、Injamam Ul Hoque、Soumitra Maity

  DOI：10.1021/acs.joc.0c01985

  日期：2020.11.6

  α-bromocarbonyls where aerial oxygen played a role of an oxidant to install the keto-oxygen functionality. This unique process is compatible with both internal and terminal olefins and tolerates a diverse array of functional groups (ketone, ester, amide, diketones, ketoester, and malonate). This process is mild and environmentally friendly and deals with greener oxidants like oxygen, affording 1,4-ketocarbonyls as

  在α-溴羰基的帮助下，已经公开了乙烯基芳烃的有机染料催化的可见光促进的酮羰基化方案，其中空气中的氧起氧化剂的作用以安装酮氧官能团。这种独特的方法可与内部和末端烯烃兼容，并能耐受各种官能团（酮，酯，酰胺，二酮，酮酸酯和丙二酸酯）。此过程温和且环保，可处理较绿色的氧化剂，例如氧气，可提供1,4-酮羰基化合物作为增值的最终产品。
• Visible light-induced intermolecular radical addition: facile access to γ-ketoesters from alkyl-bromocarboxylates and enamines
  作者：Bei Hu、Haixia Chen、Yan Liu、Wuheng Dong、Kai Ren、Xiaomin Xie、Hao Xu、Zhaoguo Zhang

  DOI：10.1039/c4cc05590j

  日期：——

  A highly efficient addition of alkyl α-bromocarboxylates to enamines by visible light-induced photoredox catalysis is reported.

  报道了一种通过可见光诱导的光氧化还原催化剂高效加成烯胺的烷基α-溴羧酸酯。
• Visible-Light-Mediated Oxidative Coupling of Vinylarenes with Bromocarboxylates Leading to γ-Ketoesters
  作者：Xing-Xiao Fang、Peng-Fei Wang、Wei Yi、Wei Chen、Sheng-Chun Lou、Gong-Qing Liu

  DOI：10.1021/acs.joc.9b02310

  日期：2019.12.6

  A photocatalytic strategy for the synthesis of gamma-ketoesters was reported. Using DMSO as both the solvent and terminal oxidant, oxidative coupling of vinylarenes with bromocarboxylates proceeded readily, giving a variety of gamma-ketoesters in good isolated yields and with a broad functional-group tolerance.
• Co-Catalyzed Synthesis of 1,4-Dicarbonyl Compounds Using TBHP Oxidant
  作者：Feng Zhang、Peng Du、Jijun Chen、Hongxiang Wang、Qiang Luo、Xiaobing Wan

  DOI：10.1021/ol5004687

  日期：2014.4.4

  A Co-catalyzed reaction for the construction of 1,4-dicarbonyls has been reported in which cascade organo-cobalt addition/trapping/Kornblum-DeLaMare rearrangement were involved. In view of the easy availability of starting materials, wide substrate scope, high functionality tolerance, and operational simplicity, this protocol constituted a simple, practical, and powerful alternative compared with previous approaches.