| Texto completo | |
| Autor(es): |
Fumagalli, Fernando
;
Emery, Flavio da Silva
Número total de Autores: 2
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Journal of Organic Chemistry; v. 81, n. 21, p. 10339-10347, NOV 4 2016. |
| Citações Web of Science: | 10 |
| Resumo | |
A concise strategy for the synthesis of 2,3 substituted furo{[}2,3-b]pyridines is described. Mild, metal-free conditions were successfully applied to produce a range of 2 (alkyl or aryl)-3-ethylcarboxylate-furo{[}2,3-b]pyriclies in yields of 50-91%. Then, the chemical reactivity of this heterocyclic framework was explored to develop straightforward methods for its functionalization. The pyridine moiety reactivity was successfully explored by C-H amination and borylation reactions, although C-H fluorination and radical C-H arylation processes were not as efficient. In addition, while the furopyridine core proved stable under basic conditions, the ring-opening reaction of the furan moiety with hydrazine generated a valuable new pyridine-dihydropyrazolone scaffold. (AU) | |
| Processo FAPESP: | 15/06588-5 - Desenvolvimento de uma biblioteca de fragmentos heterocíclicos baseada em novos núcleos heteroaromáticos |
| Beneficiário: | Fernando Fumagalli |
| Modalidade de apoio: | Bolsas no Brasil - Doutorado |
| Processo FAPESP: | 14/50265-3 - Metabolismo e distribuição de xenobióticos naturais e sintéticos: da compreensão dos processos reacionais à geração de imagens teciduais |
| Beneficiário: | Norberto Peporine Lopes |
| Modalidade de apoio: | Auxílio à Pesquisa - Programa BIOTA - Temático |