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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

A Comparative Study on the Groebke-Blackburn-Bienaymé Three-Component Reaction Catalyzed by Rare Earth Triflates under Microwave Heating

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Author(s):
Santos, Gabriela F. D. [1] ; Anjos, Nicolas S. [1, 2] ; Gibeli, Miguel M. [1, 2] ; Silva, Guilherme A. [1, 2] ; Fernandes, Pamela C. S. [1, 2] ; Fiorentino, Everton S. C. [1, 2] ; Longo Jr, Luiz S.
Total Authors: 7
Affiliation:
[1] Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Dept Ciencias Farmaceut, Rua Sao Nicolau 210, BR-09913030 Diadema, SP - Brazil
[2] Longo Jr, Jr., Luiz S., Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Dept Ciencias Farmaceut, Rua Sao Nicolau 210, BR-09913030 Diadema, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Journal of the Brazilian Chemical Society; v. 31, n. 7, p. 1434-1444, JUL 2020.
Web of Science Citations: 0
Abstract

Over the last twenty years, the Groebke-Blackburn-Bienaymé (GBB) reaction has been emerged as a powerful tool to access different nitrogen-based heterocycles as privileged scaffolds in medicinal chemistry. This multicomponent reaction is usually catalyzed by ordinary Brønsted or Lewis acid catalysts. Herein, we present a comparative study on the catalytic efficiencies of different rare earth triflates in GBB reactions under microwave heating, involving 2-aminopyridine or 2-aminothiazole, as aminoazole component, and different aldehydes and aliphatic isocyanides. The use of gadolinium(III) triflate as cheaper alternative catalyst for the most commonly used scandium(III) triflate was acknowledged for the first time, and a library of twenty three imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles could be obtained in good to excellent yields. (AU)

FAPESP's process: 19/01314-5 - Lewis acid immobilization onto polymer-supported ionic liquid phases: a x-ray photoelectron spectroscopy study
Grantee:Luiz Sidney Longo Junior
Support Opportunities: Scholarships abroad - Research
FAPESP's process: 15/11155-0 - 250th ACS National Meeting & Exposition
Grantee:Luiz Sidney Longo Junior
Support Opportunities: Research Grants - Meeting - Abroad
FAPESP's process: 17/06628-2 - Acidic task specific ionic liquids catalyzed Groebke-Blackburn-Bienaymé reaction in the synthesis of imidazo[2,1-b]thiazoles
Grantee:Nicolas Santos dos Anjos
Support Opportunities: Scholarships in Brazil - Scientific Initiation