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Efficient Synthesis of Novel Coumarin-3-carboxamides (=2-Oxo-2H-1-benzopyran-3-carboxamides) Containing Lipophilic Spacers

  作者 Balalaie, S; Bigdeli, MA; Sheikhhosseini, E; Habibi, A; Moghadam, HP; Naderi, M  
  选自 期刊  Helvetica Chimica Acta;  卷期  2012年95-3;  页码  528-535  
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[摘要]The novel coumarin-3-carboxamides (=2-oxo-2H-1-benzopyran-3-carboxamides) 5a5g containing lipophilic spacers were synthesized through the Ugi-four-component reaction (Scheme 1). The reactions of aromatic aldehydes 1, 4,4'-oxybis[benzenamine] or 4,4'-methylenebis[benzenamine] as diamine 2, coumarin-3-carboxylic acid (=2-oxo-2H-benzopyran-3-carboxylic acid; 3), and alkyl isocyanides 4 lead to the desired substituted coumarin-3-carboxamides 5a5g at room temperature with high bond-forming efficiency. These novel coumarin derivatives exhibit brilliant fluorescence at 544 nm in CHCl3.

 
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