2-(butyltellanyl)furan | 408492-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(butyltellanyl)furan
• 英文别名: 2-(butyltelluro)furan；2-(n-butyltellanyl)furan；Furan, 2-(butyltelluro)-；2-butyltellanylfuran
• CAS: 408492-37-5
• 化学式: C₈H₁₂OTe
• 分子量: 251.783
• InChiKey: AOHMTIGCAWOBHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 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：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-噻吩三氟硼酸钾 、 2-(butyltellanyl)furan 在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 silver(l) oxide 作用下， 以 甲醇 为溶剂， 以34%的产率得到2-(2-噻嗯基)呋喃
  参考文献：
  名称：

  Suzuki-Miyaura 反应使用三氟硼酸钾盐和杂芳基碲化物合成 2-芳基和 2,5-二芳基呋喃和噻吩

  摘要：

  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。

  DOI：

  10.1071/ch08255
• 作为产物：
  描述：

  2-溴呋喃 、 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87%的产率得到2-(butyltellanyl)furan
  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

• New acetylenic furan derivatives: synthesis and anti-inflammatory activity
  作者：Gilson Zeni、Diogo S Lüdtke、Cristina W Nogueira、Rodrigo B Panatieri、Antonio L Braga、Claudio C Silveira、Hélio A Stefani、Joao B.T Rocha

  DOI：10.1016/s0040-4039(01)01984-0

  日期：2001.12

  A series of acetylenic furan derivatives have been synthesized via Pd-catalyzed coupling reactions of 2-(alkyltelluro)furan with several terminal alkynes. These compounds showed good anti-inflammatory activity in the carrageenin-induced rat paw edema assay. This represents a new and efficient method for the synthesis of pharmacologically active compounds.

  通过2-（烷基碲基）呋喃与几个末端炔烃的Pd催化的偶联反应，已经合成了一系列炔属呋喃衍生物。这些化合物在角叉菜胶诱导的大鼠爪水肿试验中显示出良好的抗炎活性。这代表了合成药理活性化合物的一种新的有效方法。
• Ultrasound-assisted synthesis of Z and E stilbenes by Suzuki cross-coupling reactions of organotellurides with potassium organotrifluoroborate salts
  作者：Rodrigo Cella、Hélio A. Stefani

  DOI：10.1016/j.tet.2006.03.090

  日期：2006.6

  Palladium (0)-catalyzed cross-coupling reactions between potassium aryl- and vinyltrifluoroborate salts and aryl- and vinylic tellurides proceeds readily to afford the desired stilbenes in good to excellent yields. Stilbenes containing a variety of functional groups can be prepared.

  芳基钾和乙烯基三氟硼酸钾盐与芳基和乙烯基碲化物之间的钯（0）催化的交叉偶联反应易于进行，从而以良好或优异的收率获得了所需的对苯二甲酸酯。可以制备含有各种官能团的丁二烯。
• 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。
• 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.