2-benzoyl-3,5-diphenylthiophene | 27895-87-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-benzoyl-3,5-diphenylthiophene
• 英文别名: 2-Benzoyl-3,5-diphenylthiophen；Methanone, (3,5-diphenyl-2-thienyl)phenyl-；(3,5-diphenylthiophen-2-yl)-phenylmethanone
• CAS: 27895-87-0
• 化学式: C₂₃H₁₆OS
• 分子量: 340.445
• InChiKey: MKNMZJRHWFUGSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 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：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4,6-triphenylpyrylium tetrafluoroborate 在 sodium sulfide 、 碘 作用下， 以 水 、 丙酮 为溶剂， 反应 0.11h， 以83%的产率得到2-benzoyl-3,5-diphenylthiophene
  参考文献：
  名称：

  Facile Synthesis of 2-Aroyl-3,5-diarylthiophene

  摘要：

  2-Aroyl-3,5-diarylthiophenes were prepared in very good yields by reaction of 2,4,6-triarylpyrylium salts or 2,4,6-triarylthiopyrylium salts with an aqeous solution of sodium sulfide and iodine at room temperature.

  DOI：

  10.1081/scc-120022174

文献信息

• New thermal rearrangement of 2,4,6-triarylthio(seleno)pyrylium salts
  作者：B. I. Drevko、E. V. Suchkova、G. A. Baranchikova、V. G. Mandych

  DOI：10.1007/s11172-006-0501-y

  日期：2006.10

  It is known that1—3 4H thio(seleno)pyrans and thio pyrylium salts can be oxidized into the corresponding aroylfurans, thiophenes, and selenophenes. In addition, when analyzing pyrylium, thiopyrylium, and seleno pyrylium perchlorates by the GC MS method, we have found that the mass spectra and retention times of the compounds under analysis are completely identical with those of aroylselenophenes, thiophenes

  已知1-3 4H硫代(硒)吡喃和硫代吡喃盐可被氧化成相应的芳酰基呋喃、噻吩和硒吩。此外，在通过 GC MS 方法分析高氯酸吡啶鎓、噻吩鎓和硒代吡喃鎓盐时，我们发现所分析化合物的质谱图和保留时间与芳酰基硒吩、噻吩和呋喃的质谱图和保留时间完全相同。 4 这是与之前 2,4,6 三苯基吡喃高氯酸的 MS 数据相冲突：类似的光谱已通过杂芳族阳离子碎裂的特定特征来解释。
• A novel reaction of 2,4,6-triphenyl(thio)selenopyrylium salts leading to benzoyl(thio)selenophenes and 2,4,6-triphenyl(thio)selenopyrans
  作者：B. I. Drevko、E. G. Bol’shakova、A. F. Almaeva、M. A. Suchkov、V. G. Mandych、G. A. Shekhter

  DOI：10.1007/s11172-009-0207-z

  日期：2009.7

  Thio- and selenopyrylium salts undergo simultaneous oxidation, leading to the corresponding benzoylselenophene or benzoylthiophene, and reduction reactions leading to 4H-selenopyran or 4H-thiopyran In the presence of water and triethylamine.

  硫代-和硒代吡喃盐同时进行氧化，产生相应的苯甲酰硒吩或苯甲酰噻吩，并在水和三乙胺存在下发生还原反应，产生 4H-硒吡喃或 4H-噻喃。
• Palladium-Catalyzed Multiple Arylation of Thiophenes
  作者：Toru Okazawa、Tetsuya Satoh、Masahiro Miura、Masakatsu Nomura

  DOI：10.1021/ja0259279

  日期：2002.5.1

  Secondary 2-thiophenecarboxamides efficiently undergo unique triarylation accompanied by formal decarbamoylation under palladium catalysis. 3-Substituted thiophenes, especially having an electron-withdrawing group, can also be triarylated.
• Drevko, B. I.; Smushkin, M. I.; Kharchenko, V. G., Russian Journal of Organic Chemistry, 1995, vol. 31, # 9, p. 1298 - 1299
  作者：Drevko, B. I.、Smushkin, M. I.、Kharchenko, V. G.

  DOI：——

  日期：——
• Oxidation reactions of 4H-chalcogenopyrans
  作者：B. I. Drevko、M. I. Smushkin、V. G. Kharchenko

  DOI：10.1007/bf01165719

  日期：1996.7