2,6-diphenyl-1,7-dihydrodipyrrolo[2,3-b:3,2-e]pyridine | 55463-72-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,6-diphenyl-1,7-dihydrodipyrrolo[2,3-b:3,2-e]pyridine
• 英文别名: 2,6-diphenyl-1,7-dihydrodipyrrolo[2,3-b:3’,2’-e]pyridine；2,6-Diphenyldipyrrolopyridin；2,6-diphenyl-dipyrrolo[2,3-b;3',2'-e]pyridine；2,6-Diphenyl-1,7-dihydrodipyrrolo[2,3-b:3',2'-e]pyridine；5,11-diphenyl-2,4,12-triazatricyclo[7.3.0.03,7]dodeca-1,3(7),5,8,10-pentaene
• CAS: 55463-72-4
• 化学式: C₂₁H₁₅N₃
• 分子量: 309.37
• InChiKey: HHSDPGBGMZITGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 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：
  44.5
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,6-二氨基吡啶 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成 2,6-diphenyl-1,7-dihydrodipyrrolo[2,3-b:3,2-e]pyridine
  参考文献：
  名称：

  Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases

  摘要：

  A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00073-5

文献信息

• Versatile Indole Synthesis by a 5-endo-dig Cyclization Mediated by Potassium or Cesium Bases
  作者：Alain Louis Rodriguez、Christopher Koradin、Wolfgang Dohle、Paul Knochel

  DOI：10.1002/1521-3773(20000717)39:14<2488::aid-anie2488>3.0.co;2-e

  日期：2000.7.17
• Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases
  作者：Christopher Koradin、Wolfgang Dohle、Alain L Rodriguez、Bertram Schmid、Paul Knochel

  DOI：10.1016/s0040-4020(03)00073-5

  日期：2003.2

  A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method. (C) 2003 Elsevier Science Ltd. All rights reserved.