Chinese Journal of Organic Chemistry >
Reaction of 2-Aminobenzyl Alcohols with β-Dicarbonyl Compounds to Synthesize Quinoline Derivatives in Water Promoted by Active Manganese Dioxide
Received date: 2023-09-11
Revised date: 2023-11-12
Online published: 2024-01-12
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.
Yihong Wang , Wenli Li , Hailu Lin , Zhanggao Le , Zongbo Xie . Reaction of 2-Aminobenzyl Alcohols with β-Dicarbonyl Compounds to Synthesize Quinoline Derivatives in Water Promoted by Active Manganese Dioxide[J]. Chinese Journal of Organic Chemistry, 2024 , 44(5) : 1649 -1657 . DOI: 10.6023/cjoc202309009
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