methyl (Z)-2-acetyl-3-benzoylacrylate | 75519-88-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (Z)-2-acetyl-3-benzoylacrylate
• 英文别名: methyl (Z)-2-acetyl-4-oxo-4-phenylbut-2-enoate
• CAS: 75519-88-9
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: SDZGEYWLTKGKDI-FLIBITNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-acetyl-2-methoxy-5-phenylfuran 以33%的产率得到
  参考文献：
  名称：

  GRAZIANO, M. LILIANA;IESCE, M. ROSARIA;CIMMINIELLO, GUIDO;SCARPATI, RACHE+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 7, C. 1699-1704

  摘要：

  DOI：

文献信息

• Photosensitized Oxidation of Furans; Part 18: A Simple Method for a One-Pot Synthesis of Functionalized Methyl cis-4-Oxoalk-2-enoates
  作者：M. Rosaria Iesce、Flavio Cermola、Alfonso Piazza、Rachele Scarpati、M. Liliana Graziano

  DOI：10.1055/s-1995-3922

  日期：1995.4

  Functionalized methyl cis-4-oxoalk-2-enoates 2 are synthesized in a one-pot procedure by singlet oxygen oxygenation of the corresponding 2-methoxyfurans 1 in methanol and reduction of the resulting hydroperoxides 4 and 5 by the sulfides 6 which are selectively oxidized into the sulfoxides 7. The synthetic method has a wide range of applicability and affords compounds 2 stereoselectively and in good yields; concomitantly the sulfoxides 7 are obtained in excellent yields.

  功能化的甲基顺-4-氧烯-2-酸酯2通过单氧对相应的2-甲氧基呋喃1在甲醇中的氧化，随后用硫化物6选择性还原生成的过氧化物4和5，采用一锅法合成。该合成方法具有广泛的适用性，能够立体选择性地高产量地获得化合物2；同时，亚砜7也以优异的产率获得。
• Photosensitized oxidation of furans. Part 2. Comparison between triplet and singlet molecular oxygen oxidation of methyl 2-methyl-5-phenylfuran-3-carboxylate
  作者：M. Liliana Graziano、Rachele Scarpati

  DOI：10.1039/p19810001811

  日期：——

  Unsensitized photo-oxidation of the furan (1) yields the acrylate (4) as the major product. This reaction and that with singlet oxygen proceed through completely independent routes. Oxidation of (1) by triplet oxygen has also been studied using AIBN as a free-radical initiator; in addition to (4) the product (12), incorporating the isobutyronitrile radicals, was formed.

  呋喃（1）的未敏化光氧化产生丙烯酸酯（4）作为主要产物。该反应和与单线态氧的反应通过完全独立的途径进行。还已经使用AIBN作为自由基引发剂研究了三重态氧对（1）的氧化；除了（4）以外，还形成了结合有异丁腈基团的产物（12）。
• Iesce, M. Rosaria; Cermola, Flavio; Guitto, Antonio, Journal of the Chemical Society. Perkin transactions I, 1999, # 4, p. 475 - 478
  作者：Iesce, M. Rosaria、Cermola, Flavio、Guitto, Antonio、Giordano, Federico

  DOI：——

  日期：——
• Graziano, M. Liliana; Iesce, M. Rosaria; Cimminiello, Guido, Journal of the Chemical Society. Perkin transactions I, 1988, p. 1699 - 1704
  作者：Graziano, M. Liliana、Iesce, M. Rosaria、Cimminiello, Guido、Scarpati, Rachele

  DOI：——

  日期：——
• Graziano, M. L.; Carli, B., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 1211 - 1213
  作者：Graziano, M. L.、Carli, B.

  DOI：——

  日期：——