7-bromo-2-(4-methoxyphenyl)quinoxaline | 1417524-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-bromo-2-(4-methoxyphenyl)quinoxaline
• CAS: 1417524-82-3
• 化学式: C₁₅H₁₁BrN₂O
• 分子量: 315.169
• InChiKey: OHVFRMGDWDHEKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯乙醛 、 4 -溴- 2 - 碘苯甲胺 在 copper(l) iodide 、 sodium azide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以58%的产率得到7-bromo-2-(4-methoxyphenyl)quinoxaline
  参考文献：
  名称：

  One-Pot Copper-Catalyzed Three-Component Synthesis of Quinoxalines by Condensation and C−N Bond Formation

  摘要：

  A novel way of synthesizing quinoxalines has been developed that involves condensation and C-N bond formation in a copper-catalyzed, one-pot, three-component reaction. The reaction was optimized when 2-iodoanilines (1.0 equiv), arylacetaldehydes (2.0 equiv), sodium azide (1.2 equiv), CuI (10mol%), DMEDA (10mol%), and K2CO3 (1.0 equiv) were reacted in DMSO at 80 degrees C for 20hours. This approach was used to directly synthesize a variety of quinoxalines in moderate to good yields.

  DOI：

  10.1055/s-0033-1339797

文献信息

• A catalyst free, one pot approach for the synthesis of quinoxaline derivatives via oxidative cyclisation of 1,2-diamines and phenacyl bromides
  作者：Kapil Kumar、Sagar Ravso Mudshinge、Sandeep Goyal、Mukesh Gangar、Vipin A. Nair

  DOI：10.1016/j.tetlet.2015.01.138

  日期：2015.3

  A simple, efficient and eco-friendly method has been developed for quinoxaline synthesis from inexpensive and readily available diamines and phenacyl bromides by catalyst- and additive-free protocol.

  已经开发了一种简单，有效且环保的方法，通过无催化剂和无添加剂的方案，由廉价且易于获得的二胺和苯甲酰溴合成喹喔啉。
• Transition-Metal-Free Synthesis of Quinoxalines from o-Phenylenediamines and Arylacetaldehydes under Basic Conditions
  作者：Baohua Chen、Jinli Song、Xiaolong Li、Yongxin Chen、Mingming Zhao、Yani Dou

  DOI：10.1055/s-0031-1290450

  日期：——

  A novel method for the synthesis of quinoxalines via transition-metal-free cyclization of o-phenylenediamine and arylacetaldehyde in a one-pot procedure has been developed. In this process, an inorganic base (K2CO3) is the only reagent required, and it proceeds smoothly in the absence of adding transition metal catalysts. The reaction appears to be very general and suitable for the construction of a variety of quinoxalines.