6-chloro-2-(4-methoxyphenyl)quinoxaline | 139436-65-0

• 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: 6-chloro-2-(4-methoxyphenyl)quinoxaline
• CAS: 139436-65-0
• 化学式: C₁₅H₁₁ClN₂O
• 分子量: 270.718
• InChiKey: IQAIMKMHQXUDKT-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

• 作为反应物：
  描述：

  4-氟苯硼酸 、 6-chloro-2-(4-methoxyphenyl)quinoxaline 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以76%的产率得到6-(4-fluorophenyl)-2-(4-methoxyphenyl)quinoxaline
  参考文献：
  名称：

  Regioselective Suzuki-Miyaura Cross-Coupling Reactions of 2,6-Dichloroquinoxaline

  摘要：

  A variety of mono- and diarylated quinoxaline derivatives were prepared by site-selective Suzuki-Miyaura cross-coupling reactions of 2,6-dichloroquinoxaline. The selectivity is controlled by electronic parameters.

  DOI：

  10.1055/s-0031-1289754
• 作为产物：
  描述：

  2,6-二氯喹喔啉 、 4-甲氧基苯硼酸 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以63%的产率得到6-chloro-2-(4-methoxyphenyl)quinoxaline
  参考文献：
  名称：

  Regioselective Suzuki-Miyaura Cross-Coupling Reactions of 2,6-Dichloroquinoxaline

  摘要：

  A variety of mono- and diarylated quinoxaline derivatives were prepared by site-selective Suzuki-Miyaura cross-coupling reactions of 2,6-dichloroquinoxaline. The selectivity is controlled by electronic parameters.

  DOI：

  10.1055/s-0031-1289754

文献信息

• An “all-water” strategy for regiocontrolled synthesis of 2-aryl quinoxalines
  作者：Babita Tanwar、Priyank Purohit、Banothu Naga Raju、Dinesh Kumar、Damodara N. Kommi、Asit K. Chakraborti

  DOI：10.1039/c4ra16568c

  日期：——

  CascadeN-aroylmethylation–reduction–condensation process as novel strategy of “all water chemistry” for first generalized regioselective synthesis of 2-aryl quinoxalines.

  一种新颖的“全水化学”策略，即级联N-酰甲基化-还原-缩合过程，用于首次一般化的2-芳基喹啉合成的区域选择性合成。
• 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。
• Rao, M Hanmantha; Reddy, A Pandu Ranga; Veeranagaiah, V, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 2, p. 88 - 91
  作者：Rao, M Hanmantha、Reddy, A Pandu Ranga、Veeranagaiah, V

  DOI：——

  日期：——
• 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.
• Regioselective Suzuki-Miyaura Cross-Coupling Reactions of 2,6-Dichloroquinoxaline
  作者：Peter Langer、Iftikhar Ali、Baraa Siyo、Yaseen Al-Soud、Alexander Villinger

  DOI：10.1055/s-0031-1289754

  日期：2012.6

  A variety of mono- and diarylated quinoxaline derivatives were prepared by site-selective Suzuki-Miyaura cross-coupling reactions of 2,6-dichloroquinoxaline. The selectivity is controlled by electronic parameters.