Issue 41, 2021, Issue in Progress
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RSC Advances

Ligand-free Pd/Ag-mediated dehydrogenative alkynylation of imidazole derivatives†

Fabio Bellina, ORCID logo *a   Matteo Biagetti,b   Sara Guariento,b   Marco Lessi,a   Mattia Fausti,a   Paolo Ronchib  and  Elisabetta Rosadonia  

* Corresponding authors

a Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Moruzzi 13, 56124 Pisa, Italy
E-mail: fabio.bellina@unipi.it

b Chemistry Research and Drug Design, Chiesi Farmaceutici S.p.A., Centro Ricerche, Largo Belloli 11/A, 43122 Parma, Italy

Abstract

A variety of 2-alkynyl(benzo)imidazoles have been synthesized by dehydrogenative alkynylation of (benzo)imidazoles with terminal alkyne in NMP under air in the presence of Ag2CO3 as the oxidant and Pd(OAc)2 as the catalyst precursor. The data obtained in this study support a reaction mechanism involving a non-concerted metalation deprotonation (n-CMD) pathway.

Graphical abstract: Ligand-free Pd/Ag-mediated dehydrogenative alkynylation of imidazole derivatives

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Article information

DOI
https://doi.org/10.1039/D1RA05303E
Article type
Paper
Submitted
09 Jul 2021
Accepted
19 Jul 2021
First published
22 Jul 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 25504-25509

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Ligand-free Pd/Ag-mediated dehydrogenative alkynylation of imidazole derivatives

F. Bellina, M. Biagetti, S. Guariento, M. Lessi, M. Fausti, P. Ronchi and E. Rosadoni, RSC Adv., 2021, 11, 25504 DOI: 10.1039/D1RA05303E

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