Groebke-Blackburn-Bienayme Multicomponent Reaction Catalysed by Reusable Br phi nsted-Acidic Ionic Liquids

Autor(es)

Anjos, Nicolas S. ; Chapina, Agata I. ; Santos, Ana R. ; Licence, Peter ; Longo, Luiz S., Jr.

• Tipo de documento: Artigo Científico
• Fonte: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY; v. 2022, n. 40, p. 8-pg., 2022-10-01.

Resumo

In the present work, the use of Br phi nsted acidic ionic liquids (BAIL) as catalysts for Groebke-Blackburn-Bienayme (GBB) multicomponent reactions was systematically investigated. A series of four 1-(butyl-4-sulfonic)-3-methylimidazolium salts bearing different anions was easily prepared and screened as acidic catalysts for this transformation. The best reaction conditions were stablished as 20 mol % of catalyst [(SO3H)(4)C(4)C(1)Im][OTf] in refluxing EtOH or MeOH under conventional heating and in sealed tube at 150 degrees C for 1-4 hours under microwave heating, affording a series of imidazo-fused heterocycles in moderate to excellent yields (42-93 %). The homogeneous BAIL catalyst could be recycled and reused in four consecutive reaction cycles, despite of a laborious recovery procedure employed. This approach represents the first example of a task-specific reusable homogeneous Br phi nsted acidic catalyst in GBB reactions and opens new opportunities for the exploration of acidic ionic liquid phases as catalysts for this fascinating multicomponent reaction. (AU)

• Processo FAPESP: 17/06628-2 - Reação de Groebke-Blackburn-Bienaymé catalisada por líquidos iônicos ácidos para a obtenção de imidazo[2,1-b]tiazóis
• Beneficiário: Nicolas Santos dos Anjos
• Modalidade de apoio: Bolsas no Brasil - Iniciação Científica
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• Modalidade de apoio: Auxílio à Pesquisa - Temático
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• Beneficiário: Luiz Sidney Longo Junior
• Modalidade de apoio: Bolsas no Exterior - Pesquisa