Theoretical Analysis of the Regioselective Electrophilic Chloration and Chemioselective Esterification of the pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid

2019/07/11 by S. Jorio, M. El Idrissi
Chemistry · #3-dicarboxylic acid. #5-a]pyridine-2 #Chemical Reaction Mechanisms #DFT calculation #Sulfonyl chlorides #Synthesis and Characterization of Heterocyclic Compounds #Synthesis and Reactions of Organic Compounds #chemoselectivity #pyrazolo[1 #regioselectivity

paper · doi:10.48317/imist.prsm/morjchem-v8i1.17120

openalex publication_date 2019/07/11 · openalex created_date 2021/05/24 · openalex updated_date 2026/07/01

Abstract

The reaction between the pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid 1 and SOCl2 has been studied within the Density Functional Theory (DFT) B3LYP/6-31G(d,p) computational level. Examination of the conceptual DFT reactivity indices permit the elucidation of the reactivity, and the regio- and chemoselectivity experimentally observed. The possible regioselective channels and chemoselective channels were explored and characterized. Analysis of the energies associated with the different reaction pathways shows that this reaction is completely chemioselective and regioselective, in conformity with the experimental results.

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