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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

Journal 2019 · IF 2.372 · 149(6): 1690-1700 · 发表于 2019 年 4 月 1 日
作者: Xiong Xingquan,Yi Chao,Liao Xu,Lai Shilin
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摘要

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