11,12-di-p-tolyl-9H-[1,3]dioxolo[4',5':4,5]benzo[1,2-f]imidazo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine | 1450807-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 11,12-di-p-tolyl-9H-[1,3]dioxolo[4',5':4,5]benzo[1,2-f]imidazo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine
• 英文别名: 9,10-Bis(4-methylphenyl)-16,18-dioxa-2,3,4,8,11-pentazapentacyclo[11.7.0.02,6.08,12.015,19]icosa-1(20),3,5,9,11,13,15(19)-heptaene；9,10-bis(4-methylphenyl)-16,18-dioxa-2,3,4,8,11-pentazapentacyclo[11.7.0.02,6.08,12.015,19]icosa-1(20),3,5,9,11,13,15(19)-heptaene
• CAS: 1450807-44-9
• 化学式: C₂₇H₂₁N₅O₂
• 分子量: 447.496
• InChiKey: ZOJLIEDBQCKETP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  67
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-硝基胡椒醛 在 六甲基磷酰三胺 、 indium(III) chloride 、 sodium azide 、 ammonium acetate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 11,12-di-p-tolyl-9H-[1,3]dioxolo[4',5':4,5]benzo[1,2-f]imidazo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine
  参考文献：
  名称：

  Facile One-Pot Assembly of Imidazotriazolobenzodiazepines via Indium(III)-Catalyzed Multicomponent Reactions

  摘要：

  An operationally simple, one-pot multicomponent reaction has been developed for the assembly of 9H-benzo[f]imidazo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepines adorned with three diversification points via an atom-economical transformation incorporating alpha-diketones, o-azidobenzaldehydes, propargylic amines, and ammonium acetate. This process involves tandem InCI3-catalyzed cyclocondensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions; optimization data, substrate scope, and mechanistic insights are discussed.

  DOI：

  10.1021/ol402045h

文献信息

• Facile One-Pot Assembly of Imidazotriazolobenzodiazepines via Indium(III)-Catalyzed Multicomponent Reactions
  作者：Huy H. Nguyen、Teresa A. Palazzo、Mark J. Kurth

  DOI：10.1021/ol402045h

  日期：2013.9.6

  An operationally simple, one-pot multicomponent reaction has been developed for the assembly of 9H-benzo[f]imidazo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepines adorned with three diversification points via an atom-economical transformation incorporating alpha-diketones, o-azidobenzaldehydes, propargylic amines, and ammonium acetate. This process involves tandem InCI3-catalyzed cyclocondensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions; optimization data, substrate scope, and mechanistic insights are discussed.