4-acetyl-2-methoxy-5-phenylfuran | 115852-15-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetyl-2-methoxy-5-phenylfuran
• 英文别名: 1-(5-Methoxy-2-phenylfuran-3-yl)ethanone
• CAS: 115852-15-8
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: HCOUGPVYRFJKSS-UHFFFAOYSA-N

物化性质

• 沸点：
  328.2±42.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-acetyl-2-methoxy-5-phenylfuran 在 氧气 、 亚甲兰 作用下， 以 甲醇 为溶剂， 以75%的产率得到1-(2-hydroperoxy-5,5-dimethoxy-2-phenylfuran-3-yl)ethanone
  参考文献：
  名称：

  Graziano, M. Liliana; Iesce, M. Rosaria; Cimminiello, Guido, Journal of the Chemical Society. Perkin transactions I, 1988, p. 1699 - 1704

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Methoxy-4-methyl-2-phenyl-oxazol 、 3-丁炔-2-酮 以35%的产率得到4-acetyl-2-methoxy-5-phenylfuran
  参考文献：
  名称：

  Graziano, M. Liliana; Iesce, M. Rosaria; Cimminiello, Guido, Journal of the Chemical Society. Perkin transactions I, 1988, p. 1699 - 1704

  摘要：

  DOI：

文献信息

• Photosensitized Oxidation of Furans; Part 17:¹A Simple Method for the Synthesis of 5-Hydroperoxyfuran-2(5<i>H</i>)-ones
  作者：M. Rosaria Iesce、Flavio Cermola、M. Liliana Graziano、Rachele Scarpati

  DOI：10.1055/s-1994-25610

  日期：——

  The 5-hydroperoxyfuran-2(5H)-ones 3 are synthesized by acid hydrolysis of the dihydrofurans 1 which are prepared in one-pot procedure by reaction of the corresponding furans 4 with singlet oxygen and methanol. The synthetic method has a wide range of applicability; however, compounds 3 unsubstituted at C-4 cannot be prepared since the corresponding dihydrofurans 1 are not formed.

  5-氢过氧呋喃-2(5H)-酮3是通过对二氢呋喃1进行酸水解合成的。这些二氢呋喃1是在一次性反应过程中，通过相应的呋喃4与单线态氧和甲醇反应制备的。该合成方法具有广泛的应用范围；然而，无法制备在C-4位上未经取代的化合物3，因为相应的二氢呋喃1不会形成。
• 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. 20.¹ A Novel Thermal Rearrangement of Suitably Substituted Alkoxyfuran Endoperoxides via Neighboring-Group Mechanism:  Synthesis and Reactivity of the First Functionalized 2-Oxetanyl Hydroperoxides
  作者：M. R. Iesce、F. Cermola、F. De Lorenzo、I. Orabona、M. L. Graziano

  DOI：10.1021/jo0102112

  日期：2001.6.1
• Graziano, M. Liliana; Iesce, M. Rosaria; Cimminiello, Guido, Journal of the Chemical Society. Perkin transactions I, 1989, p. 241 - 245
  作者：Graziano, M. Liliana、Iesce, M. Rosaria、Cimminiello, Guido、Scarpati, Rachele

  DOI：——

  日期：——
• Iesce, M. Rosaria; Cermola, Flavio; Graziano, M. Liliana, Journal of the Chemical Society. Perkin transactions I, 1992, # 14, p. 1855 - 1858
  作者：Iesce, M. Rosaria、Cermola, Flavio、Graziano, M. Liliana、Cimminiello, Guido、Scarpati, Rachele

  DOI：——

  日期：——