Synthesis of 2-(alkylamino)-5-{alkyl[(2-oxo-2H-chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylates using a multi-component reaction in water

被引:61
作者
Adib, Mehdi [1 ]
Sheikhi, Ehsan [1 ]
Kavoosi, Azadeh [1 ]
Bijanzadeh, Hamid Reza [2 ]
机构
[1] Univ Tehran, Univ Coll Sci, Sch Chem, Tehran, Iran
[2] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
Furans; Isocyanides; Dialkyl acetylenedicarboxylates; 2 Hydroxy aromatic aldehydes; Meldrum s acid; Multi component reactions; Synthesis in water; ONE-POT SYNTHESIS; SUBSTITUTED FURANS; FACILE SYNTHESIS; DERIVATIVES; CYCLOISOMERIZATION; CONSTRUCTION; ISOCYANIDES; CYCLIZATION; INHIBITORS; ALDEHYDES;
D O I
10.1016/j.tet.2010.09.032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple synthesis of 2-(alkylamino)-5-{alkyl[(2-oxo-2H-chromen-3-yl)carbonyl]amino)-3 4-furandicarboxylates via a one-pot multi-component reaction is described The reactive 1 1 zwitterionic intermediate generated from the addition of isocyanides to dialkyl acetylenedicarboxylates was trapped at room temperature by coumarin-3-carboxylic acids prepared in situ from a 2-hydroxy aromatic aldehyde and Meldrum s acid to afford the tale compounds in good to excellent yields (C) 2010 Published by Elsevier Ltd
引用
收藏
页码:9263 / 9269
页数:7
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