3-benzoyl-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-benzoyl-2,4-diphenylfuran
• 英文别名: (2,4-Diphenylfuran-3-yl)-phenylmethanone
• 化学式: C₂₃H₁₆O₂
• 分子量: 324.379
• InChiKey: GOCCQMPXYNIHKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯基乙炔基三甲基硅烷 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 3-benzoyl-2,4-diphenylfuran
  参考文献：
  名称：

  Reactions of Diphenyl(phenylethynyl)selenonium Salts with Active Methylene Compounds and Amides:  First Isolation of Oxyselenuranes [10-Se-4(C3O)] as a Reaction Intermediate

  摘要：

  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.

  DOI：

  10.1021/jo980999x

文献信息

• 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.