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Synthesis
DOI: 10.1055/a-2776-4466
Paper

Nickel-Catalyzed 8-Aminoimidazo[1,2-a]pyridine Assisted C(sp2)–H Alkynylation of (Hetero)arenes via an Inverse Sonogashira Strategy Suitable for Late-stage Modification

Autor*innen

  • Suman Kumar Joardar

    1   Department of Chemistry, National Institute of Technology Sikkim, Ravangla, India (Ringgold ID: RIN371340)
    2   Chemistry, TCG Lifesciences Private Limited, Kolkata, India (Ringgold ID: RIN30151)

  • G. Prabhakar Rao

    3   Chemistry, National Institute of Technology Sikkim, Ravangla, India (Ringgold ID: RIN371340)
    2   Chemistry, TCG Lifesciences Private Limited, Kolkata, India (Ringgold ID: RIN30151)

  • Jakkani Soumya

    2   Chemistry, TCG Lifesciences Private Limited, Kolkata, India (Ringgold ID: RIN30151)

  • Soumen Dey

    2   Chemistry, TCG Lifesciences Private Limited, Kolkata, India (Ringgold ID: RIN30151)

  • Mrinalkanti Kundu

    4   Chemistry, TCG Life sciences Pvt. Ltd., Kolkata, Kolkata, India

  • Taraknath Kundu 

    3   Chemistry, National Institute of Technology Sikkim, Ravangla, India (Ringgold ID: RIN371340)
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Abstract An efficient and convenient approach for the Ni(II)-catalyzed ortho-C(sp2)-H alkynylation using 8-aminoimidazo[1,2-a] pyridine (8-AIP) as a directing group in the absence of any ligand and oxidant is described here. The developed protocol represents Ni(II)-catalyzed route to a broad spectrum of alkynylbenzamides, ensures site selectivity and diverse functional group compatibility. Various control experiments were performed to underpin the mechanistic pathway. Moreover, late-stage modifications of the synthesized derivatives are demonstrated to reveal the efficacy of 8-AIP as a useful directing group.



Publikationsverlauf

Eingereicht: 07. November 2025

Angenommen nach Revision: 18. Dezember 2025

Accepted Manuscript online:
19. Dezember 2025

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