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One‐Pot Three‐Component Synthesis of Highly Functionalized 2,3‐Dihydro‐1,3‐dioxo‐1H,5H‐pyrazolo[1,2‐a][1,2,4]triazoles
Authors:Mehdi Adib,Mohammad&#x  Hosein Sayahi,Niusha Mahmoodi,Hamid&#x  Reza Bijanzadeh
Affiliation:Mehdi Adib,Mohammad Hosein Sayahi,Niusha Mahmoodi,Hamid Reza Bijanzadeh
Abstract:The reactive 1 : 1 zwitterionic intermediate formed by the addition of isocyanides to dialkyl acetylenedicarboxylates was trapped with 4‐arylurazoles to produce the highly functionalized pyrazolo[1,2‐a][1,2,4]triazoles 5 in good yields (Table). The structures of the products 5a – h were corroborated spectroscopically (IR, 1H‐ and 13C‐NMR), by EI‐MS, and elemental analysis. A possible mechanism for this reaction is proposed (Scheme).
Keywords:Isocyanides  Acetylenic esters  4‐Arylurazoles  Three‐component reactions  1H,5H‐Pyrazolo[1,2‐a][1,2,4]triazoles  Zwitterions
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