| Texto completo | |
| Autor(es): |
Seckler, Diego
;
da Luz, Eduardo Q.
;
Silverio, Gabriel L.
;
Sousa Santana, Francielli
;
Badshah, Gul
;
Teixeira, Wystan K.
;
Montes D'Oca, Caroline R.
;
Schwab, Ricardo S.
;
Rampon, Daniel S.
Número total de Autores: 9
|
| Tipo de documento: | Artigo Científico |
| Fonte: | ADVANCED SYNTHESIS & CATALYSIS; v. N/A, p. 11-pg., 2025-07-16. |
| Resumo | |
Herein, an efficient and mild Cu(I)-catalyzed interrupted cycloaddition is described between organic azides and Ag(I)-acetylides, using diorganoyl dichalcogenides as trapping reagents of the Cu(I) triazolide intermediate to prepare fully substituted 1,2,3-triazoles containing an organochalcogen (S, Se, Te) group at C5 position. It is found that chalcogenoacetylenes and 1,4-disubstituted-1,2,3-triazoles are competitive side products in this reaction, but the use of Ag(I)-acetylides and LiCl as an additive in dimethyl sulfoxide (DMSO) significantly increased the yields and selectivity for 1,4-disubstituted-5-organochalcogen-1,2,3-triazoles. Ag(I)-acetylides are well-known for their low solubility in organic solvents. However, the LiCl/DMSO mixture exhibits an interesting, unexplored ability to dramatically increase the solubility of Ag(I)-acetylides regardless of their molecular structure. The complete solubilization of Ag(I)-acetylides is the key to controlling the reaction chemoselectivity, and insights on this effect and its interplay with the reaction mechanism are discussed. (AU) | |
| Processo FAPESP: | 13/06558-3 - Catálise metálica assimétrica: preparação de alcoóis quirais e seus derivados a partir de reagentes orgânicos de zinco poli-funcionalizados e aplicação de novos ligantes quirais suportados em nanopartículas magnéticas |
| Beneficiário: | Ricardo Samuel Schwab |
| Modalidade de apoio: | Auxílio à Pesquisa - Regular |
| Processo FAPESP: | 21/12394-0 - Métodos sintéticos sustentáveis empregando catálise, solventes verdes, reagentes seguros e materiais de partida renováveis |
| Beneficiário: | Arlene Gonçalves Corrêa |
| Modalidade de apoio: | Auxílio à Pesquisa - Temático |