Download PDF
Synthesis
DOI: 10.1055/a-2775-9933
Paper

Regioselective Palladium-Catalyzed Oxidative (Het)Arylation and Oxidative Alkenylation of Imidazo[1,2-b]pyridazines: A Computational Study

Authors

  • Chaimae Ouazzani Chahdi

    1   Euromed Research Center, Euromed University of Fes (UEMF), Fes, Morocco
    2   Chemistry, Ibnou Zohr University, Agadir, Morocco

  • Abdelmoula El Abbouchi

    3   Euromed Reserach Center, Euromed University of Fes, Fes, Morocco

  • Nabil El Brahmi

    4   Euromed Research Center, Euromed University of Fes, Fes, Morocco

  • Aziz Aboulmouhajir

    5   Faculty of Sciences of Ain Chock, Hassan II University, Casablanca, Morocco (Ringgold ID: RIN92956)

  • Jamal Koubachi

    6   Faculté PolydisciplinaireTaroudant, Ibn Zohr University, Taroudant, Morocco (Ringgold ID: RIN380568)

  • Saïd El Kazzouli

    1   Euromed Research Center, Euromed University of Fes (UEMF), Fes, Morocco
Further Information
 PDF Download All articles of this category

This study reports the first example of regioselective palladium-catalyzed oxidative (het)arylation and oxidative alkenylation of imidazo[1,2-b]pyridazines using Pd(OAc)₂ as catalyst and Ag₂CO₃ as base. The method enables direct C3-H functionalization with alkenes, arenes, and (hetero)arenes, yielding diverse products in good to excellent yields. DFT calculations supported a concerted metalation-deprotonation (CMD) mechanism, highlighting the role of electronic and steric factors in regioselectivity. This approach provides a step-and atom-economical route to polysubstituted imidazo[1,2b]pyridazines.



Publication History

Received: 16 September 2025

Accepted after revision: 18 December 2025

Accepted Manuscript online:
18 December 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany