2,6-di(benzothiophen-2-yl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2,6-di(benzothiophen-2-yl)pyridine
• 英文别名: 2,6-Bis(1-benzothiophen-2-yl)pyridine
• 化学式: C₂₁H₁₃NS₂
• 分子量: 343.473
• InChiKey: MIVYJZPDAJXUBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(tert-butoxycarbonyl)-2,6-di(thianaphthen-2-yl)-1,4-dihydropyridine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以100%的产率得到2,6-di(benzothiophen-2-yl)pyridine
  参考文献：
  名称：

  Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines

  摘要：

  Symmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.

  DOI：

  10.1021/jo0607360

文献信息

• Direct access to 2-(hetero)arylated pyridines from 6-substituted 2-bromopyridines via phosphine-free palladium-catalyzed C–H bond arylations: the importance of the C6 substituent
  作者：Wided Hagui、Néji Besbes、Ezzeddine Srasra、Jean-François Soulé、Henri Doucet

  DOI：10.1039/c6ra01861k

  日期：——

  A phosphine-free palladium catalytic system was found to be very active to promote C–H bond activation/arylation of 5-membered ring heterocycles or electron-deficient arenes with 6-substituted 2-bromopyridines, providing a general, straightforward and environmentally benign synthetic approach to a broad variety of 2-(hetero)arylpyridines. The reactivity of 2-bromopyridines is strongly dependent on

  发现无磷的钯催化体系非常活跃，能促进5-员环杂环或缺电子的芳烃与6-取代的2-溴吡啶的C–H键活化/芳基化，提供了一种通用，直接且对环境无害的合成方法各种2-（杂）芳基吡啶的合成方法。2-溴吡啶的反应性强烈依赖于C6位上的取代基。已经使用了几个C 6取代基，例如Br​​，CF 3，CH 3，CHO或吗啉。此外，使用2,6-二溴吡啶作为偶合配偶体可以高产率地合成对称和不对称的2,6-二（杂）芳基吡啶，以及在C-Br键断裂后的2-杂芳基吡啶。
• Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines
  作者：Deborah Mousset、Isabelle Gillaizeau、Andréa Sabatié,、Pascal Bouyssou、Gérard Coudert

  DOI：10.1021/jo0607360

  日期：2006.8.1

  Symmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.