Caffeine catalyzed green synthesis of novel benzo[a][1,3]oxazino[6,5-c]phenazines via a one-pot multi-component sequential protocol in a basic ionic liquid  

Caffeine catalyzed green synthesis of novel benzo[a][1,3]oxazino[6,5-c]phenazines via a one-pot multi-component sequential protocol in a basic ionic liquid

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作  者:Razieh Mohebat Afshin Yazdani-Elah-Abadi 

机构地区:[1]Young Researchers and Elite Club, Yazd Branch, Islamic Azad University, Yazd, Iran [2]Department of Biology, Science and Art University, Yazd, Iron

出  处:《Chinese Chemical Letters》2017年第6期1340-1344,共5页中国化学快报(英文版)

基  金:financial support from the Research Council of Young Researchers and Elite Club,Yazd Branch,Islamic Azad University,Yazd,Iran and University of Science and Arts of Yazd,Iran

摘  要:Caffeine was applied as a green and natural catalyst for the one-pot,four-component sequential condensation between 2-hydroxy-1,4-naphthoquinone,aromatic 1,2-diamines,ammonium thiocyanate and acid chlorides in the presence of a basic ionic liquid(l-butyl-3-methylimidazolium hydroxide) to afford the corresponding benzo[a][1,3]oxazino[6,5-c]phenazine derivatives.In this one-pot transformation,five bonds and two new rings are efficiently formed.This protocol has the advantages of operational simplicity,high yields,easy workup,avoidance of hazardous or toxic catalysts and organic solvents and high chemo-and regioselectivities.Caffeine was applied as a green and natural catalyst for the one-pot,four-component sequential condensation between 2-hydroxy-1,4-naphthoquinone,aromatic 1,2-diamines,ammonium thiocyanate and acid chlorides in the presence of a basic ionic liquid(l-butyl-3-methylimidazolium hydroxide) to afford the corresponding benzo[a][1,3]oxazino[6,5-c]phenazine derivatives.In this one-pot transformation,five bonds and two new rings are efficiently formed.This protocol has the advantages of operational simplicity,high yields,easy workup,avoidance of hazardous or toxic catalysts and organic solvents and high chemo-and regioselectivities.

关 键 词:Multi-component reactions(MCRs) Green chemistry Ionic liquid Caffeine Oxazine Phenazine 

分 类 号:O626[理学—有机化学]

 

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