CC BY-ND-NC 4.0 · SynOpen 2018; 02(04): 0306-0311
DOI: 10.1055/s-0037-1610400
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Natural Deep Eutectic Solvents as Sustainable Solvents for Suzuki­–Miyaura Cross-Coupling Reactions Applied to Imidazo-Fused Heterocycles

Pierre-Olivier Delaye*
University of Tours, EA 7502 SIMBA, Faculty of Pharmacy, 31 Avenue Monge, Tours, France   Email: pierre-olivier.delaye@univ-tours.fr
,
Mélanie Pénichon
,
Leslie Boudesocque-Delaye
,
Cécile Enguehard-Gueiffier
,
Alain Gueiffier
› Author Affiliations
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Publication History

Received: 11 October 2018

Accepted after revision: 02 November 2018

Publication Date:
27 November 2018 (online)


Abstract

Herein, we present the first Suzuki–Miyaura cross-coupling in a sustainable natural deep eutectic solvent (NaDES) applied to biologically relevant imidazo-fused scaffolds imidazo[1,2-a]pyridine and imidazo[1,2-b]pyridazine. The choline chloride/glycerol (1:2, mol/mol) NaDES allowed the functionalisation of diverse positions on the heterocycles with various boronic acids, by using 2.5 mol% of readily available Pd(OAc)2. Notably, the catalytic system proceeds without any ligands or additives, without protection from the atmosphere.

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