2-(4,5-di(benzo[d][1,3]dioxol-6-yl)-1H-imidazol-2-yl)-5-bromopyridine | 1201275-42-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-(4,5-di(benzo[d][1,3]dioxol-6-yl)-1H-imidazol-2-yl)-5-bromopyridine
• 英文别名: 2-[4,5-bis(1,3-benzodioxol-5-yl)-1H-imidazol-2-yl]-5-bromopyridine
• CAS: 1201275-42-4
• 化学式: C₂₂H₁₄BrN₃O₄
• 分子量: 464.275
• InChiKey: ZMHIBGKKGPJCSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  胡椒醛 、 5-溴-2-氰基吡啶 在 ammonium acetate 作用下， 反应 0.43h， 以81%的产率得到2-(4,5-di(benzo[d][1,3]dioxol-6-yl)-1H-imidazol-2-yl)-5-bromopyridine
  参考文献：
  名称：

  Microwave Enabled Umpulong Mechanism Based Rapid and Efficient Four- and Six-Component Domino Formations of 2-(2′-Azaaryl)imidazoles and anti-1,2-Diarylethylbenzamides

  摘要：

  Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly Substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were Finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.

  DOI：

  10.1021/jo902204s

文献信息

• Microwave Enabled Umpulong Mechanism Based Rapid and Efficient Four- and Six-Component Domino Formations of 2-(2′-Azaaryl)imidazoles and <i>anti</i>-1,2-Diarylethylbenzamides
  作者：Bo Jiang、Xiang Wang、Feng Shi、Shu-Jiang Tu、Teng Ai、Austin Ballew、Guigen Li

  DOI：10.1021/jo902204s

  日期：2009.12.18

  Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly Substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were Finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.