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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 6
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Original Articles

Anionic SO3H-functionalized ionic liquid: An efficient and recyclable catalyst for the Pechmann reaction of phenols with ethyl acetoacetate

Dayong SongState Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, P. R. China;State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P. R. ChinaView further author information
,
Jing ChenState Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P. R. ChinaView further author information
&
Yong-Min LiangState Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, P. R. ChinaCorrespondence[email protected]
View further author information
Pages 692-698 | Received 18 Aug 2017, Published online: 09 Feb 2018
 
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ABSTRACT

This paper has reported an anionic SO3H-functionalized ionic liquid N-methylimidazolium sulfomethylsulfonate ([Hmim][HO3SCH2SO3]) for the synthesis of coumarins by Pechmann reaction. The [Hmim][HO3SCH2SO3] is easier to prepare by one-step neutralization reaction of N-methylimidazole with methanedisulfonic acid and show high catalytic performance for Pechmann reaction. Besides, the catalyst can simply be separated from the reaction mixture and recycled ten times without noticeable loss of activity.

GRAPHICAL ABSTRACT

Additional information

Funding

This work was supported by the National Natural Science Foundation of China (Project No. 21473225).

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