3-phenyl-4H-benzo[b][1,2,3]triazolo[1,5-d][1,4]oxazine | 55000-23-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-phenyl-4H-benzo[b][1,2,3]triazolo[1,5-d][1,4]oxazine
• 英文别名: 3-phenyl-4H-triazolo[5,1-c][1,4]benzoxazine
• CAS: 55000-23-2
• 化学式: C₁₅H₁₁N₃O
• 分子量: 249.272
• InChiKey: XSVXEJGBHZLNFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基1H-咪唑-1-磺酸盐 、 1-azido-2-(prop-2-ynyloxy)benzene 在 aluminum oxide 、 溴代(1,10-菲咯啉)(三苯基膦)铜(I) 作用下， 以75%的产率得到3-phenyl-4H-benzo[b][1,2,3]triazolo[1,5-d][1,4]oxazine
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2014.02.080

文献信息

• Efficient synthesis of [1,2,3]triazolo[5,1-c][1,4]benzoxazines through palladium–copper catalysis
  作者：Chinmay Chowdhury、Anup Kumar Sasmal、Pradeep Kumar Dutta

  DOI：10.1016/j.tetlet.2009.03.120

  日期：2009.6

  A wide variety of [1,2,3]triazolo[5,1-c][1,4]benzoxazines were synthesized through palladium-copper catalyzed reactions of 1-azido-2-(prop-2-ynyloxy)benzene with aryl/vinyl iodides. A plausible reaction mechanism has also been proposed. (C) 2009 Elsevier Ltd. All rights reserved.