5-methyl-6-phenylthieno[3,2-b]pyridine | 1190374-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-methyl-6-phenylthieno[3,2-b]pyridine
• 英文别名: 5-Methyl-6-phenylthieno[3,2-b]pyridine
• CAS: 1190374-14-1
• 化学式: C₁₄H₁₁NS
• 分子量: 225.314
• InChiKey: SEKHQSWEQICONC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-苯基-1-丙炔 、 3-氨基噻吩 、 异氰酸叔丁酯 在 tetrakis(dimethylamido)titanium(IV) 、 2,2'-(2,2-丙烷二基)二(1H-吡咯) 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以43%的产率得到5-methyl-6-phenylthieno[3,2-b]pyridine
  参考文献：
  名称：

  A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines

  摘要：

  A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.

  DOI：

  10.1021/ol901855b

文献信息

• A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines
  作者：Supriyo Majumder、Kevin R. Gipson、Aaron L. Odom

  DOI：10.1021/ol901855b

  日期：2009.10.15

  A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.