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Groebke-Blackburn-Bienaymé Multicomponent Reaction Catalysed by Reusable Brϕnsted-Acidic Ionic Liquids


Nicolas Santos Anjos


Ana Rute Santos

Luiz Sidney Longo Junior


In the present work, the use of Brϕnsted acidic ionic liquids (BAIL) as catalysts for Groebke-Blackburn-Bienaymé (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)4C4C1Im][OTf] in refluxing EtOH or MeOH under conventional heating and in sealed tube at 150 °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 Brϕnsted acidic catalyst in GBB reactions and opens new opportunities for the exploration of acidic ionic liquid phases as catalysts for this fascinating multicomponent reaction.


Anjos, N. S., Chapina, A. I., Santos, A. R., Licence, P., & Longo Junior, L. S. (2022). Groebke-Blackburn-Bienaymé Multicomponent Reaction Catalysed by Reusable Brϕnsted-Acidic Ionic Liquids. European Journal of Organic Chemistry, 2022(40), Article e202200615.

Journal Article Type Article
Acceptance Date Sep 1, 2022
Online Publication Date Sep 4, 2022
Publication Date Oct 26, 2022
Deposit Date Sep 26, 2022
Publicly Available Date Sep 5, 2023
Journal European Journal of Organic Chemistry
Print ISSN 1434-193X
Electronic ISSN 1099-0690
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 2022
Issue 40
Article Number e202200615
Keywords Organic Chemistry; Physical and Theoretical Chemistry
Public URL
Publisher URL
Additional Information Received: 2022-05-28; Accepted: 2022-09-01; Published: 2022-09-04