三(2-呋喃基)铟 | 1179318-31-0

• 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: 三(2-呋喃基)铟
• 英文名称: tri(furan-2-yl)indium
• 英文别名: tris(2-furanyl)indium；tri(2-furanyl)indium；tri(fur-2-yl)indium；Tris(furan-2-yl)indigane
• CAS: 1179318-31-0
• 化学式: C₁₂H₉InO₃
• 分子量: 316.022
• InChiKey: CDIDENBRAMHDER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-氯-3-碘苯 、 三(2-呋喃基)铟 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以86%的产率得到2-(3-chlorophenyl)furan
  参考文献：
  名称：

  Triorganoindium Reagents in Selective Palladium-Catalyzed Cross-Coupling with Iodoimidazoles: Synthesis of Neurodazine

  摘要：

  Triorganoindium reagents (R3In, R = aryl, heteroaryl, alkynyl) react selectively under palladium catalysis with N-benzyl-2,4,5-triiodoimidazole to afford the C-2 monocoupling products. The reaction proceeds efficiently for a variety of aryl- and heteroarylindium reagents with the transfer of all three organic groups attached to the metal. The coupling products can be used in a subsequent two-fold cross-coupling to give trisubstituted imidazoles in good yields. This approach was employed to synthesize neurodazine and analogues in good yields.

  DOI：

  10.1021/jo501664p
• 作为产物：
  描述：

  呋喃 、 氯化铟 在 CH₃CH₂CH₂CH₂Li 作用下， 以 四氢呋喃 为溶剂， 生成 三(2-呋喃基)铟
  参考文献：
  名称：

  使用铟有机金属通过选择性和迭代的交叉偶联反应合成功能化的噻吩和寡噻吩†

  摘要：

  铟有机金属化合物与钯的选择性和顺序钯催化交叉偶联反应合成不对称的2,5-二取代噻吩 2,5-二溴噻吩被报道。按照反复的偶联序列，以高收率和高原子经济性合成了α-低聚噻吩。

  DOI：

  10.1039/c2ob25123j

文献信息

• Rhodium-Catalyzed Allylic Substitution Reactions with Indium(III) Organometallics
  作者：Ricardo Riveiros、Rubén Tato、José Pérez Sestelo、Luis A. Sarandeses

  DOI：10.1002/ejoc.201200104

  日期：2012.5

  novel rhodium-catalyzed allylic substitution reaction using indium organometallics is reported. Aryl- and heteroarylindium reagents reacted in THF at 80 °C with primary and secondary allyl halides and their derivatives under rhodium(I) catalysis to afford the α-substituted products in good yields and with high regio- and stereoselectivity. The reaction takes place with substoichiometric amounts of

  报道了一种使用铟有机金属化合物的新型铑催化烯丙基取代反应。芳基和杂芳基铟试剂在 80°C 的 THF 中与伯和仲烯丙基卤化物及其衍生物在铑 (I) 催化下反应，以良好的收率和高区域和立体选择性提供 α-取代产物。该反应发生在亚化学计量的三有机铟试剂下，这证明了铟-铑金属转移过程在碳-碳键形成反应中的效率。
• Synthesis of 4,6-disubstituted 2-(4-morpholinyl)pyrimidines by cross-coupling reactions using triorganoindium compounds
  作者：M. Montserrat Martínez、Cristina Pérez-Caaveiro、Miguel Peña-López、Luis A. Sarandeses、José Pérez Sestelo

  DOI：10.1039/c2ob26398j

  日期：——

  6-Disubstituted-2-(4-morpholinyl)pyrimidines, an important class of bioactive compounds, have been synthesized from 4,6-dichloro-2-(4-morpholinyl)pyrimidine by selective and sequential palladium-catalyzed cross-coupling reactions using triorganoindium reagents. This methodology, being efficient and versatile, allowed the synthesis of a variety of non-symmetrical pyrimidines functionalized at C-4 and C-6

  重要的一类生物活性化合物4,6-二取代-2-（4-吗啉基）嘧啶是从 4,6-二氯-2-（4-吗啉基）嘧啶通过使用三有机铟试剂的选择性和顺序钯催化的交叉偶联反应。这种方法有效且通用，可以合成在C-4和C-6位置官能化的多种不对称嘧啶。
• A Sequential Indium-Mediated Aldehyde Allylation/Palladium-Catalyzed Cross-Coupling Reaction in the Synthesis of 2-Deoxy-β-<i>C</i>-Aryl Glycosides
  作者：John Alec Moral、Seong-Jin Moon、Samuel Rodriguez-Torres、Thomas G. Minehan

  DOI：10.1021/ol901353f

  日期：2009.8.20

  Indium-mediated allylation of aldehydes with 2-chloro-3-iodopropene, followed by a palladium-catalyzed cross-coupling reaction with triarylindium reagents or arylboronic acids, leads to aryl-substituted homoallylic alcohols in good to excellent yields and diastereoselectivities. The products obtained from reactions conducted with D-glyceraldehyde acetonide can be transformed into 2-deoxy-beta-C-aryl ribofuranosides in high overall yields. Similarly, 2-deoxy-beta-C-aryl allopyranosides may be prepared efficiently from 2,4-O-benzylidene erythrose.