2-丁基噻吩噻吩 | 403617-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 2-丁基噻吩噻吩
• 英文名称: 2-(butyltellanyl)thiophene
• 英文别名: 2-(butyltelluro)thiophene；2-butyltellutium thiophene；2-(n-butyltellanyl)thiophene；2-butyltellanylthiophene
• CAS: 403617-22-1
• 化学式: C₈H₁₂STe
• 分子量: 267.849
• InChiKey: WPUUTGFWXJFAMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-戊炔-1-醇 、 2-丁基噻吩噻吩 在 palladium dichloride 三乙胺 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以80%的产率得到5-(噻吩-2-基)戊-4-炔-1-醇
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of acetylenic thiophenes

  摘要：

  A series of acetylenic thiophene derivatives have been synthesized via Pd-catalyzed coupling reaction of 2-(butyltelluro)thiophene with a variety of terminal alkynes. These compounds showed good anti-inflammatory activity in the carrageenin-induced paw edema assay on rats. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01703-8
• 作为产物：
  描述：

  2-溴噻吩 、 正溴丁烷 在 正丁基锂 、 碲化氢 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.75h， 以83%的产率得到2-丁基噻吩噻吩
  参考文献：
  名称：

  Suzuki−Miyaura Cross-Coupling Reactions of Aryl Tellurides with Potassium Aryltrifluoroborate Salts

  摘要：

  Palladium(O)-catalyzed cross-coupling between potassium aryltrifluoroborate salts and aryl tellurides proceeds readily to afford the desired biaryls in good to excellent yield. The reaction seems to be unaffected by the presence of electron-withdrawing or electron-donating substituents in both the potassium aryltrifluoroborate salts and aryl tellurides partners. Biaryls containing a variety of functional groups can be prepared. A chemoselectivity study was also carried out using aryl tellurides bearing halogen atoms in the same compound. In addition, this new version of the Suzuki-Miyaura cross-coupling reaction was monitored by electrospray ionization mass spectrometry where some reaction intermediates were detected and analyzed.

  DOI：

  10.1021/jo052061r

文献信息

• Synthesis of 2-Aryl- and 2,5-Diarylfurans and Thiophenes by Suzuki - Miyaura Reactions Using Potassium Trifluoroborate Salts and Heteroaryltellurides
  作者：Giancarlo V. Botteselle、Thomas L. S. Hough、Raphael C. Venturoso、Rodrigo Cella、Adriano S. Vieira、Helio A. Stefani

  DOI：10.1071/ch08255

  日期：——

  The Suzuki–Miyaura cross-coupling reaction of 2-(butyltellanyl) or 2,5-bis-(butyltellanyl)furans and thiophenes with potassium aryltrifluoroborate salts catalyzed by palladium afforded 2-aryl- or 2,5-diaryl-furans and thiophenes in moderate to good yields.

  钯催化 2-(丁基碲基)或 2,5-双-(丁基碲基)呋喃和噻吩与芳基三氟硼酸钾盐的 Suzuki-Miyaura 交叉偶联反应得到 2-芳基-或 2,5-二芳基-呋喃和噻吩中等至良好的产量。
• A new approach to organomanganese compounds: the tellurium/manganese exchange reaction
  作者：Márcio S. Silva、João V. Comasseto、Alcindo A. Dos Santos

  DOI：10.1016/j.tetlet.2010.08.005

  日期：2010.10

  Diorganomanganese compounds react with aryl, vinyl, and alkynyl tellurides in a tellurium/manganese exchange reaction. The new mixed organomanganese reagents react selectively with electrophiles.

  二有机锰化合物在碲/锰交换反应中与芳基，乙烯基和炔基碲化物反应。新的混合有机锰试剂与亲电子试剂选择性反应。
• Suzuki−Miyaura Cross-Coupling Reactions of Aryl Tellurides with Potassium Aryltrifluoroborate Salts
  作者：Rodrigo Cella、Rodrigo L. O. R. Cunha、Ana E. S. Reis、Daniel C. Pimenta、Clécio F. Klitzke、Hélio A. Stefani

  DOI：10.1021/jo052061r

  日期：2006.1.1

  Palladium(O)-catalyzed cross-coupling between potassium aryltrifluoroborate salts and aryl tellurides proceeds readily to afford the desired biaryls in good to excellent yield. The reaction seems to be unaffected by the presence of electron-withdrawing or electron-donating substituents in both the potassium aryltrifluoroborate salts and aryl tellurides partners. Biaryls containing a variety of functional groups can be prepared. A chemoselectivity study was also carried out using aryl tellurides bearing halogen atoms in the same compound. In addition, this new version of the Suzuki-Miyaura cross-coupling reaction was monitored by electrospray ionization mass spectrometry where some reaction intermediates were detected and analyzed.
• Synthesis and anti-inflammatory activity of acetylenic thiophenes
  作者：Gilson Zeni、Cristina W Nogueira、Rodrigo B Panatieri、Dagoberto O Silva、Paulo H Menezes、Antonio L Braga、Claudio C Silveira、Hélio A Stefani、Joao B.T Rocha

  DOI：10.1016/s0040-4039(01)01703-8

  日期：2001.11

  A series of acetylenic thiophene derivatives have been synthesized via Pd-catalyzed coupling reaction of 2-(butyltelluro)thiophene with a variety of terminal alkynes. These compounds showed good anti-inflammatory activity in the carrageenin-induced paw edema assay on rats. (C) 2001 Elsevier Science Ltd. All rights reserved.