1-azido-2-(prop-2-ynyloxy)benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-azido-2-(prop-2-ynyloxy)benzene
• 英文别名: 1-Azido-2-prop-2-ynoxybenzene
• 化学式: C₉H₇N₃O
• 分子量: 173.174
• InChiKey: SYIYYNQYADLVMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-碘吡啶 、 1-azido-2-(prop-2-ynyloxy)benzene 在 copper(l) iodide 、 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以75%的产率得到3-pyridin-3-yl-4H-triazolo[5,1-c][1,4]benzoxazine
  参考文献：
  名称：

  Efficient synthesis of [1,2,3]triazolo[5,1-c][1,4]benzoxazines through palladium–copper catalysis

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2009.03.120
• 作为产物：
  描述：

  2-丙炔-2-氧基-苯基amine 生成 1-azido-2-(prop-2-ynyloxy)benzene
  参考文献：
  名称：

  Intramolecular 1,3-dipolar cycloadditions of aryl azides bearing alkenyl, alkynyl, and nitrile groups

  摘要：

  DOI：

  10.1021/jo00901a007

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.
• 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.
• Intramolecular 1,3-dipolar cycloadditions of aryl azides bearing alkenyl, alkynyl, and nitrile groups
  作者：Raffaello Fusco、Luisa Garanti、Gaetano Zecchi

  DOI：10.1021/jo00901a007

  日期：1975.6