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A facile synthesis of pyrazolo[3,4‐ D ]pyridazines Via the 1,3‐dipolar cycloaddition of 3‐arylsydnones. Synthesis and computational studies of 1‐aryl‐4,5‐dihydro‐1 H ‐pyrazolo[3,4‐ D ]pyridazine‐3,6‐diones and their 3,6‐dichloro derivatives.
Author(s) -
Sanyal R.,
Badami Bharati V.
Publication year - 2006
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570430403
Subject(s) - chemistry , cycloaddition , pyridazine , tautomer , 1,3 dipolar cycloaddition , aryl , ab initio , computational chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis , alkyl
The synthetic utility of 1,3‐dipolar cycloaddition of DMAD to sydnones has been exploited in the preparation of new 1‐aryl‐4,5‐dihydro‐1 H ‐pyrazolo[3,4‐ d ]pyridazine‐3,6‐diones 7a‐j and their aromatic 3,6‐dichloro analogues 8a‐j . The lactam‐lactim tautomerism of compound 7a has been studied by the semi emperical (PM3) and ab initio methods.