5-iodo-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline | 1260152-02-0

• 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-iodo-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline
• 英文别名: 5-Iodo-6-phenylbenzimidazolo[2,1-a]isoquinoline
• CAS: 1260152-02-0
• 化学式: C₂₁H₁₃IN₂
• 分子量: 420.252
• InChiKey: FWNNQDMCMRQYRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-iodo-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline 、 苯乙炔 在 copper(l) iodide 、 PdCl2(AsPh3)2 、 三乙胺 作用下， 反应 12.0h， 以90%的产率得到6-Phenyl-5-(2-phenylethynyl)benzimidazolo[2,1-a]isoquinoline
  参考文献：
  名称：

  CuI/I₂-Promoted Electrophilic Tandem Cyclization of 2-Ethynylbenzaldehydes with ortho-Benzenediamines: Synthesis of Iodoisoquinoline-Fused Benzimidazoles

  摘要：

  An efficient tandem route to the synthesis of iodoisoquinoline-fused benzimidazole derivatives including an iodocyclization strategy has been developed. In the presence of CuI, a variety of 2-ethynylbenzaldehydes underwent the tandem reaction with benzenediamines and iodine to afford the corresponding iodoisoquinoline-fused benzimidazoles in moderate to good yields.

  DOI：

  10.1021/jo102060j
• 作为产物：
  描述：

  2-苯基乙炔基苯甲醛 、 邻苯二胺 在 copper(l) iodide 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以74%的产率得到5-iodo-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline
  参考文献：
  名称：

  CuI/I₂-Promoted Electrophilic Tandem Cyclization of 2-Ethynylbenzaldehydes with ortho-Benzenediamines: Synthesis of Iodoisoquinoline-Fused Benzimidazoles

  摘要：

  An efficient tandem route to the synthesis of iodoisoquinoline-fused benzimidazole derivatives including an iodocyclization strategy has been developed. In the presence of CuI, a variety of 2-ethynylbenzaldehydes underwent the tandem reaction with benzenediamines and iodine to afford the corresponding iodoisoquinoline-fused benzimidazoles in moderate to good yields.

  DOI：

  10.1021/jo102060j

文献信息

• Electrophile induced branching cascade: a powerful approach to access various molecular scaffolds and their exploration as novel anti-mycobacterial agents
  作者：Nitin T. Patil、Ashok Konala、Sudha Sravanti、Ashita Singh、Ramesh Ummanni、Balasubramanian Sridhar

  DOI：10.1039/c3cc45289a

  日期：——

  Herein we report on the Electrophile Induced Branching Cascade (EIBC), a new technique to produce a variety of biologically important molecular scaffolds. Some compounds exhibit excellent activities against Mycobacterium smegmatis.

  在本文中，我们报道了亲电诱导级联反应（EIBC），这是一种生产多种生物学上重要的分子支架的新技术。一些化合物对耻垢分枝杆菌表现出优异的活性。