An Effective One-Pot Access to 2-Amino-4H-benzo[b]pyrans and 1,4-Dihydropyridines via γ-Cyclodextrin-Catalyzed Multi-Component Tandem Reactions in Deep Eutectic Solvent

A simple, highly efficient and green route for the synthesis of 2-amino-4 H -benzo[ b ]pyrans and 1,4-dihydropyridines has been developed by using γ-cyclodextrin (γ-CD) as catalyst in deep eutectic solvent (DES) of urea-choline chloride (urea-ChCl), for the first time, accomplished via a one-pot, th...

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Veröffentlicht in:Catalysis letters 2019-06, Vol.149 (6), p.1690-1700
Hauptverfasser: Xiong, Xingquan, Yi, Chao, Liao, Xu, Lai, Shilin
Format: Artikel
Sprache:eng
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Zusammenfassung:A simple, highly efficient and green route for the synthesis of 2-amino-4 H -benzo[ b ]pyrans and 1,4-dihydropyridines has been developed by using γ-cyclodextrin (γ-CD) as catalyst in deep eutectic solvent (DES) of urea-choline chloride (urea-ChCl), for the first time, accomplished via a one-pot, three-component strategy. All the reactions were successfully carried out under mild conditions and gave good to excellent yields (86–98%) in 8–28 min in the presence of 5 mol% of the γ-CD catalyst. The short reaction time, green reaction medium, moderate reaction conditions, simple work-up procedure and use of easily available reagents are the attractive features of this novel synthetic method. More importantly, the urea-ChCl-γ-CD catalytic system was regenerated and reused up to 6 times with a slight drop in the product yields. Graphical Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-019-02767-x