Regioselective, Solvent- and Metal-Free Chalcogenation of Imidazo[1,2-a]pyridines by Employing I-2/DMSO as the Catalytic Oxidation System

Autor(es)

Rafique, Jamal ; Saba, Sumbal ; Rosario, Alisson R. ; Braga, Antonio L.

• Tipo de documento: Artigo Científico
• Fonte: CHEMISTRY-A EUROPEAN JOURNAL; v. 22, n. 33, p. 11854-11862, AUG 8 2016.
• Citações Web of Science: 77

Resumo

Highly efficient molecular-iodine-catalyzed chalcogenations (S and Se) of imidazo{[}1,2-a] pyridines were achieved by using diorganoyl dichalcogenides under solventf-ree conditions. This approach afforded the desired products that had been chalcogenated regioselectively at the C3 position in up to 96% yield by using DMSO as an oxidant, in the absence of a metal catalyst, and under an inert atmosphere. This mild, green approach allowed the preparation of different types of chalcogenated imidazo{[}1,2-a] pyridines with structural diversity. Furthermore, the current protocol was also extended to other N-heterocyclic cores. (AU)

• Processo FAPESP: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
• Beneficiário: Arlene Gonçalves Corrêa
• Modalidade de apoio: Auxílio à Pesquisa - Programa Centros de Pesquisa em Engenharia