3-Phenyl-4,5-dihydrotriazolo[1,5-a][1,4]benzodiazepin-6-one | 1595285-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3-Phenyl-4,5-dihydrotriazolo[1,5-a][1,4]benzodiazepin-6-one
• CAS: 1595285-21-4
• 化学式: C₁₆H₁₂N₄O
• 分子量: 276.297
• InChiKey: IPISPSNEPXQLTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  碘苯 、 2-Azido-N-prop-2-ynyl-benzamide 在 cuprous oxide 、 caesium carbonate 作用下， 以 水 为溶剂， 以89%的产率得到3-Phenyl-4,5-dihydrotriazolo[1,5-a][1,4]benzodiazepin-6-one
  参考文献：
  名称：

  Synthesis of triazole-fused tetracyclic glycosides in aqueous medium: application of nanodomain cubic cuprous oxide as reusable catalyst in one-pot domino Sonogashira-cyclization

  摘要：

  An environmentally benign one-pot procedure has been developed for the syntheses of triazole-fused tetracyclic glycosides in aqueous medium. The two step one-pot synthesis involves Sonogashira reaction between azido-alkynes and aryl halides followed by intramolecular 1,3-dipolar cyclization using cubic cuprous oxide nanoparticles as reusable catalyst, under aerobic condition. The method excludes the use of any surfactants or additional ligands as stabilizing agents. The catalyst could be used up to three recycles without any loss of catalytic activity. The method has a broad perspective for the synthesis of medium size ring systems. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.04.106

文献信息

• An approach toward the syntheses of triazolo benzoxazines, triazolo quinoxalines, triazolo benzodiazepines, triazolo benzoxazepines, and triazolo benzothiazines via a simple and convenient protocol using basic alumina as solid support
  作者：Nivedita Chatterjee、Swarbhanu Sarkar、Rammyani Pal、Asish Kumar Sen

  DOI：10.1016/j.tetlet.2014.02.080

  日期：2014.4

  A microwave assisted green protocol for the syntheses of triazole fused benzoxazines, benzoxazepines, quinoxalines, and benzothiazines was investigated using basic alumina as solid support. The one-pot reaction was carried out using Cu(phen)(PPh3)Br as a catalyst. The protocol did not require the use of any additional ligands, base or the use of expensive and toxic palladiums. (C) 2014 Elsevier Ltd. All rights reserved.