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One-Pot Synthesis of 4-(2,3-Dihydro-2-hydroxy-1,3-dioxo-1H-inden-2-yl)-Substituted 1-Aryl-1H-pyrazole-3-carboxylates via a Tandem Three-Component Reaction

  作者 Alizadeh, A; Zarei, A; Rezvanian, A  
  选自 期刊  Helvetica Chimica Acta;  卷期  2012年95-2;  页码  278-281  
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[摘要]The hitherto unreported, highly functionalized 1H-pyrazole-3-carboxylates 3 have been synthesized in good yields via a one-pot three-component domino reaction of phenylhydrazines, dialkyl acetylenedicarboxylates, and ninhydrin under mild conditions for the first time. No co-catalyst or activator is required for this multicomponent reaction, and the reaction is, from an experimental point of view, simple to perform (Scheme 1). The structures of compounds 3 were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS) and by elemental analyses. A plausible mechanism for this type of cyclization/addition reaction is proposed (Scheme 2).

 
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