| Full text | |
| Author(s): |
Teixeira, Wystan K. O.
;
de Albuquerque, Danilo Yano
;
Zukerman-Schpector, Julio
;
Seckler, Diego
;
Rampon, Daniel S.
;
Schwab, Ricardo S.
Total Authors: 6
|
| Document type: | Journal article |
| Source: | Journal of Organic Chemistry; v. 88, n. 15, p. 14-pg., 2023-07-19. |
| Abstract | |
We, herein, describe a copper-mediated domino CuAAC intramolecularselanylation for the synthesis of unprecedented fused benzo[4,5][1,3]selenazolo[3,2-c][1,2,3]triazoles from 1,2-bis(2-azidoaryl)diselenidesand terminal alkynes under microwave irradiation. This is the seminalmethod for the synthesis of these fused heterocycles, and it proceedsunder mild conditions, tolerates several functional groups, and canbe carried out using environmentally benign solvents such as dimethylcarbonate. This transformation has been successfully extended to TMS-protectedalkynes and to bioactive alkynes. A plausible reaction mechanism isproposed based on several control experiments and previous reports. (AU) | |
| FAPESP's process: | 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock |
| Grantee: | Arlene Gonçalves Corrêa |
| Support Opportunities: | Research Grants - Research Centers in Engineering Program |
| FAPESP's process: | 21/12394-0 - Sustainable synthetic methods employing catalysis, benign solvents, safer reagents, and bio-renewable feedstock |
| Grantee: | Arlene Gonçalves Corrêa |
| Support Opportunities: | Research Projects - Thematic Grants |
| FAPESP's process: | 13/06558-3 - Asymmetric catalysis: preparation of chiral alcohols and their derivatives from highly functionalized organozinc reagents and application of new chiral ligands supported on magnetic nanoparticles |
| Grantee: | Ricardo Samuel Schwab |
| Support Opportunities: | Regular Research Grants |