6-[4-(tert-butyl)phenyl]benzo[4,5]imidazo[2,1-a]isoquinoline | 1318795-08-2

• 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: 6-[4-(tert-butyl)phenyl]benzo[4,5]imidazo[2,1-a]isoquinoline
• 英文别名: 6-(4-Tert-butylphenyl)benzimidazolo[2,1-a]isoquinoline
• CAS: 1318795-08-2
• 化学式: C₂₅H₂₂N₂
• 分子量: 350.463
• InChiKey: GOZCNERLEQQQII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  以 二甲基亚砜 为溶剂， 反应 5.0h， 以72%的产率得到6-[4-(tert-butyl)phenyl]benzo[4,5]imidazo[2,1-a]isoquinoline
  参考文献：
  名称：

  Selective one-pot synthesis of 11-arylmethylidene-11 H -isoindolo-[2,1- a ]benzimidazoles and 6-arylbenzimidazo[2,1- a ]isoquinolines from o -alkynylbenzaldehydes and o -diaminobenzenes

  摘要：

  Cyclization of o-alkynylbenzaldehydes with o-diamino-benzenes in DMSO under the sequential action of NH4Br and K2CO3 affords 11-arylmethylidene-11H-isoindolo[2,1-a]benzimidazoles as a result of 5-exo-dig ring closure; whereas replacement of treating with K2CO3 by heating at 110-115 degrees C results in 6-endo-dig cyclization with formation of 6-aryl-benzimidazo[2,1-a]isoquinolines.

  DOI：

  10.1016/j.mencom.2017.05.004

文献信息

• Highly efficient Ag(i)-catalyzed regioselective tandem synthesis of diversely substituted quinoxalines and benzimidazoles in water
  作者：Vineeta Rustagi、Trapti Aggarwal、Akhilesh K. Verma

  DOI：10.1039/c1gc15346c

  日期：——

  A green and operationally simple approach for the diverse synthesis of fused quinoxalines and benzimidazoles from o-alkynylaldehydes and amines having an N-tethered nucleophile using Ag(I) as the catalyst in water, is described. The X-ray crystallographic studies confirmed the proposed mechanistic pathway and the cyclized product.

  一种绿色且操作简单的方法，用于合成稠合的喹喔啉和 苯并咪唑由邻炔醛和胺类使用Ag（I）作为分子的N系亲核试剂催化剂 在 水进行说明。X射线晶体学研究证实了拟议的机理途径和环化产物。
• Rhodium-Catalyzed Annulation of 2-Arylimidazoles and α-Aroyl Sulfoxonium Ylides toward 5-Arylimidazo[2,1-a]isoquinolines
  作者：Jiang Cheng、Rui Yang、Xiaopeng Wu、Song Sun、Jin-Tao Yu

  DOI：10.1055/s-0037-1610124

  日期：2018.9

  A Rh-catalyzed annulation between 2-aryl-1H-benzo[d]imidazoles and α-aroyl sulfoxonium ylides was developed, affording a series of benzimidazo[2,1-a]isoquinolines in moderate to excellent yields. This procedure proceeded with the sequential ortho-C–H functionalization and cyclization, representing a facile and straightforward pathway to access such frameworks.

  开发了一种Rh催化的2-芳基-1H-苯并[d]咪唑和α-酰基亚磺酸盐叶立德之间的环化反应，产率中等至优异，得到了一系列苯并咪唑[2,1-a]异喹啉。该过程采用顺序的ortho-C-H官能团化和环化反应，是一种简单直接的途径来获得这种骨架。