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One‐Pot Three‐Component Synthesis of Highly Functionalized 2,3‐Dihydro‐1,3‐dioxo‐1 H ,5 H ‐pyrazolo[1,2‐ a ][1,2,4]triazoles
Author(s) -
Adib Mehdi,
Sayahi Mohammad Hosein,
Mahmoodi Niusha,
Bijanzadeh Hamid Reza
Publication year - 2006
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200690115
Subject(s) - chemistry , component (thermodynamics) , elemental analysis , combinatorial chemistry , proton nmr , medicinal chemistry , stereochemistry , organic chemistry , physics , thermodynamics
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, 1 H‐ and 13 C‐NMR), by EI‐MS, and elemental analysis. A possible mechanism for this reaction is proposed ( Scheme ).