3-cyano-2,4-diphenylfuran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-cyano-2,4-diphenylfuran
• 英文别名: 2,4-Diphenylfuran-3-carbonitrile
• 化学式: C₁₇H₁₁NO
• 分子量: 245.28
• InChiKey: YERASLCCZCYYSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-benzoyl-3-phenylacrylonitrile 在 三乙烯二胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 3-cyano-2,4-diphenylfuran
  参考文献：
  名称：

  通过溴代硝基甲烷与氧二烯的环化，轻松合成多取代的呋喃和二氢呋喃

  摘要：

  已经从容易获得的氧二烯和溴硝基甲烷以中等至优异的产率制备了一系列多取代的呋喃和二氢呋喃。这种简便的合成方法是基于硝基的专有特性（如强大的吸电子能力和可裂解性）而开发的。硝基取代的二氢呋喃向呋喃的转化大概是通过在DABCO的帮助下消除HNO 2来实现的。

  DOI：

  10.1016/j.tetlet.2017.08.027

文献信息

• Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from <i>O</i>-acetyl oximes and β-ketoesters/nitriles
  作者：Wilfrido E. Almaraz-Ortiz、Aldahir Ramos Orea、Oscar Casadiego-Díaz、Agustín Reyes-Salgado、Arturo Mejía-Galindo、Rubén O. Torres-Ochoa

  DOI：10.1039/d2ra04938d

  日期：——

  The reaction between O-acetyl oximes and β-ketoesters/nitriles catalyzed by copper generated polysubstituted pyrroles and furans, respectively, under redox–neutral reaction conditions. Using this protocol, pyrroles or furans could be obtained simply by choosing an appropriate active methylene compound. Although both transformations occur essentially under the same reaction conditions, control experiments

  在氧化还原中性反应条件下，铜催化的O-乙酰肟和 β-酮酯/腈之间的反应分别生成多取代的吡咯和呋喃。使用该协议，只需选择适当的活性亚甲基化合物即可获得吡咯或呋喃。尽管这两种转化基本上发生在相同的反应条件下，但对照实验表明它们遵循不同的机制途径。
• Reactions of Diphenyl(phenylethynyl)selenonium Salts with Active Methylene Compounds and Amides:  First Isolation of Oxyselenuranes [10-Se-4(C3O)] as a Reaction Intermediate
  作者：Tadashi Kataoka、Shin-ichi Watanabe、Keiichirou Yamamoto、Mitsuhiro Yoshimatsu、Genzoh Tanabe、Osamu Muraoka

  DOI：10.1021/jo980999x

  日期：1998.9.1

  The reaction of the diphenyl(phenylethynyl)selenonium triflate 1a with active methylene compounds 5 and t-BuOK in THF gave furan derivatives 6. The [10-Se-4(C3O)] selenuranes 8a and 8b could be isolated from the reactions with benzoylacetonitrile 5f and with 1,3-indandione 5g, respectively, as reaction intermediates. The structures of the selenuranes 8 were elucidated by X-ray crystallography and Se-77 high-resolution solid-state NMR spectroscopy. The selenuranes 8 underwent ligand coupling on standing at room temperature or refluxing in chloroform and gave the furan derivatives 6 and the ring-opened product 9. Similarly, the reaction of 1a with benzamide 13a and pivalamide 13d in the presence of NaH in THF afforded oxazole derivatives 14.