http://repositorio.unb.br/handle/10482/54428| Fichier | Description | Taille | Format | |
|---|---|---|---|---|
| FelipeMarquesNogueira_TESE.pdf | 23,46 MB | Adobe PDF | Voir/Ouvrir |
| Titre: | Funcionalização em diferentes estágios de síntese : da síntese de novo de híbridos cumarina-quinolona à modificação seletiva de chalconas e aminopirazóis |
| Auteur(s): | Nogueira, Felipe Marques |
| Orientador(es):: | Silva, Wender Alves da |
| Assunto:: | Cumarinas Quinolonas |
| Date de publication: | 20-mai-2026 |
| Data de defesa:: | 27-mar-2026 |
| Référence bibliographique: | NOGUEIRA, Felipe Marques. Funcionalização em diferentes estágios de síntese : da síntese de novo de híbridos cumarina-quinolona à modificação seletiva de chalconas e aminopirazóis. 2026. 405 f., il. Tese (Doutorado em Química) — Universidade de Brasília, Brasília, 2026. |
| Abstract: | The functionalisation of organic molecules is a central strategy in organic synthesis, enabling the controlled modulation of molecular structure, reactivity, and applicability. This strategy plays a key role in the development of organic compounds for pharmaceutical, technological, and biochemical application. Different approaches can be employed for this purpose, including construction of molecular frameworks through synthesis de novo, transformation of pre-existing functional groups, and the late-stage functionalisation of structurally complex molecules. In this context, this thesis describes synthetic strategies applied to the functionalisation of N-heterocyclic and carbonyl systems at distinct stages of organic synthesis. Initially, the synthesis de novo of fluorescent 4- (coumarin)-2-quinolinone hybrids is investigated, with emphasis on the construction of 2- quinolone system by Knorr reaction. The developed methodology afforded structurally rigid π conjugated systems, which were investigated through photophysical studies, computational analysis, and cellular bioimaging assays. Subsequently, the microwave-assisted catalytic hydrogenation of chalcones is presented, aiming the reduction of α,β-unsaturated carbonyl systems to afford saturated alcohols, as a relevant synthetic intermediate. Finally, the thesis explores the late-stage functionalisation of aminopyrazole derivatives through iridium-catalysed direct C–H borylation, including complementary selectivity strategies to access distinct regioisomers, followed by Suzuki-Miyaura cross-coupling reactions for structural diversification. Overall, the results highlight the versatility of distinct synthetic approaches for the rational functionalisation of molecules with synthetic and applied relevance. |
| metadata.dc.description.unidade: | Instituto de Química (IQ) |
| Description: | Tese (doutorado) — Universidade de Brasília, Instituto de Química, Programa de Pós-Graduação em Química, 2025. |
| metadata.dc.description.ppg: | Programa de Pós-Graduação em Química |
| Agência financiadora: | Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES). Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq). |
| Collection(s) : | Teses, dissertações e produtos pós-doutorado |
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