2,2-diphenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

• 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: 2,2-diphenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one
• 英文别名: 2,2-diphenyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one；2,2-Diphenyl-3,5,6,7-tetrahydro-1-benzofuran-4-one
• 化学式: C₂₀H₁₈O₂
• 分子量: 290.362
• InChiKey: HXZIZJPXVKAKCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-环己二酮 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.83h， 生成 2,2-diphenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one
  参考文献：
  名称：

  Fused dihydrofurans from the one-pot, three-component reaction of 1,3-cyclohexanedione, iodobenzene diacetate and alkenes

  摘要：

  The one-pot, three-component reactions of substituted 1,3-cyclohexanediones, iodobenzene diacetate and alkenes, under photochemical activation, yields fused dihydrofuran derivatives in good yield via the in situ formation of iodonium ylides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.006

文献信息

• Evidence of Cu ^I /Cu ^II Redox Process by X‐ray Absorption and EPR Spectroscopy: Direct Synthesis of Dihydrofurans from β‐Ketocarbonyl Derivatives and Olefins
  作者：Hong Yi、Zhixiong Liao、Guanghui Zhang、Guoting Zhang、Chao Fan、Xu Zhang、Emilio E. Bunel、Chih‐Wen Pao、Jyh‐Fu Lee、Aiwen Lei

  DOI：10.1002/chem.201503822

  日期：2015.12.21

  oxidative coupling reactions. A mechanistic study on the CuI/CuII redox process, by X‐ray absorption (XAS) and electron paramagnetic resonance (EPR) spectroscopies, has elucidated the reduction mechanism of CuII to CuI by 1,3‐diketone and detailed investigation revealed that the halide ion is important for the reduction process. The oxidative nature of the thereby‐formed CuI has also been studied by XAS

  在铜催化的氧化偶联反应领域，Cu I / Cu II和Cu I / Cu III催化循环受到了激烈的争论。通过X射线吸收（XAS）和电子顺磁共振（EPR）光谱学对Cu I / Cu II氧化还原过程的机理研究，通过1,3-二酮阐明了Cu II还原为Cu I的机理并进行了详细研究揭示卤离子对于还原过程很重要。由此形成的Cu I的氧化性质XAS和EPR光谱学也进行了研究。该机理信息适用于铜催化的β-酮羰基衍生物氧化为二氢呋喃的环化反应。该协议为从容易获得的1,3-二羰基和烯烃制备高度取代的二氢呋喃环提供了理想的途径。
• CAN-Mediated Oxidative Free Radical Reactions in an Ionic Liquid
  作者：Gregory Bar、Fabien Bini、Andrew F. Parsons

  DOI：10.1081/scc-120015703

  日期：2003.3

  Abstract Cerium(IV) ammonium nitrate-mediated oxidative radical reactions are carried out in the presence of ionic liquids, including 1-butyl-3-methylimidazolium tetrafluoroborate, for the first time. The presence of the ionic liquid not only increases the rate and yield of reactions in dichloromethane but also extends the range of 1,3-dicarbonyl precursors, which can be utilized in these carbon–carbon

  摘要 硝酸铈(IV)铵介导的氧化自由基反应首次在离子液体存在下进行，包括1-丁基-3-甲基咪唑鎓四氟硼酸盐。离子液体的存在不仅提高了二氯甲烷中反应的速率和产率，而且扩大了 1,3-二羰基前体的范围，可用于这些碳 - 碳键形成反应。
• Potassium Persulfate Mediated Oxidative Radical Cyclization of 1,3-Dicarbonyl Compounds with Styrenes for the Synthesis of Dihydrofurans
  作者：Li-Na Guo、Shun Wang、Lin-Ye He

  DOI：10.1055/s-0034-1378806

  日期：——

  A potassium persulfate promoted tandem radical addition/cyclization of 1,3-dicarbonyl compounds with styrenes has been developed. This transition-metal-free procedure provides an efficient approach to a diverse set of substituted dihydrofurans in moderate to good yields.
• Fused dihydrofurans from the one-pot, three-component reaction of 1,3-cyclohexanedione, iodobenzene diacetate and alkenes
  作者：Dimitra Kalpogiannaki、Catherine-Irene Martini、Aggeliki Nikopoulou、John A. Nyxas、Vassiliki Pantazi、Lazaros P. Hadjiarapoglou

  DOI：10.1016/j.tet.2012.12.006

  日期：2013.2

  The one-pot, three-component reactions of substituted 1,3-cyclohexanediones, iodobenzene diacetate and alkenes, under photochemical activation, yields fused dihydrofuran derivatives in good yield via the in situ formation of iodonium ylides. (C) 2012 Elsevier Ltd. All rights reserved.