Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (5): 1649-1657.DOI: 10.6023/cjoc202309009 Previous Articles     Next Articles

ARTICLES

水介质中活性二氧化锰促进2-氨基苄醇与β-二羰基化合物反应合成喹啉衍生物

王义洪, 李文丽, 林海禄, 乐长高*(), 谢宗波*()   

  1. 东华理工大学 江西省合成化学重点实验室 南昌 330013
  • 收稿日期:2023-09-11 修回日期:2023-11-12 发布日期:2024-01-11
  • 基金资助:
    江西省自然科学基金(20212ACB203001); 江西省科技创新基地计划(20202BCD42001)

Reaction of 2-Aminobenzyl Alcohols with β-Dicarbonyl Compounds to Synthesize Quinoline Derivatives in Water Promoted by Active Manganese Dioxide

Yihong Wang, Wenli Li, Hailu Lin, Zhanggao Le(), Zongbo Xie()   

  1. Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013
  • Received:2023-09-11 Revised:2023-11-12 Published:2024-01-11
  • Contact: *E-mail: zbxie@ecut.edu.cn; zhgle@ecut.edu.cn
  • Supported by:
    Natural Science Foundation of Jiangxi Province(20212ACB203001); Science and Technology Innovation Base Planning Project of Jiangxi Province(20202BCD42001)

Quinolines derivatives and their syntheses are of great interest owing to their broad applicability in areas from agriculture to medicine. This paper reports a simple method for the synthesis of quinolines from 2-aminobenzyl alcohols and β-dicarbonyl compounds in water. The reaction was easily performed in the presence of active manganese dioxide in air. A broad substrate scope with good functional group tolerance was observed. Furthermore, the corresponding quinoline products can also be obtained from 2-aminophenyl alcohols and acetophenone in water, choline hydroxide and active manganese dioxide as additives and heating at 50 ℃ are required. The method avoids the use of expensive and unstable aldehydes, and uses water as the solvent, making the process more economical and efficient.

Key words: quinolinone derivative, 2-aminobenzyl alcohol, active manganese dioxide, ketone, water