| Texto completo | |
| Autor(es): |
Oseka, Maksim
[1]
;
Laudadio, Gabriele
[1, 2]
;
van Leest, Nicolaas P.
[3]
;
Dyga, Marco
[1, 4]
;
Bartolomeu, Aloisio de A.
[5, 1]
;
Goossen, Lukas J.
[4]
;
de Bruin, Bas
[3]
;
de Oliveira, Kleber T.
[5]
;
Noel, Timothy
[1, 2]
Número total de Autores: 9
|
| Afiliação do(s) autor(es): | [1] Eindhoven Univ Technol, Dept Chem Engn & Chem, Micro Flow Chem & Synthet Methodol, Bldg 14 Helix, NL-5600 MB Eindhoven - Netherlands
[2] Univ Amsterdam, Vant Hoff Inst Mol Sci HIMS, Flow Chem Grp, Sci Pk 904, NL-1098 XH Amsterdam - Netherlands
[3] Univ Amsterdam, Homogeneous Supramol & Bioinspired Catalysis Grp, Vant Hoff Inst Mol Sci HIMS, Sci Pk 904, NL-1098 XH Amsterdam - Netherlands
[4] Ruhr Univ Bochum, Fak Chem & Biochem, Evonik Chair Organ Chem, ZEMOS, Univ Str 150, D-44801 Bochum - Germany
[5] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil
Número total de Afiliações: 5
|
| Tipo de documento: | Artigo Científico |
| Fonte: | CHEM; v. 7, n. 1, p. 255-266, JAN 14 2021. |
| Citações Web of Science: | 0 |
| Resumo | |
Aziridines are useful synthetic building blocks, widely employed for the preparation of various nitrogen-containing derivatives. As the current methods require the use of prefunctionalized amines, the development of a synthetic strategy toward aziridines that can establish the union of alkenes and amines would be of great synthetic value. Herein, we report an electrochemical approach, which realizes this concept via an oxidative coupling between alkenes and primary alkylamines. The reaction is carried out in an electrochemical flow reactor leading to short reaction/residence times (5 min), high yields, and broad scope. At the cathode, hydrogen is generated, which can be used in a second reactor to reduce the aziridine, yielding the corresponding hydroaminated product. Mechanistic investigations and DFT calculations revealed that the alkene is first anodically oxidized and subsequently reacted with the amine coupling partner. (AU) | |
| Processo FAPESP: | 18/08772-6 - Arilação C-H direta de quinolinas, piridinas e estirenos via fotocatálise utilizando sais de arildiazônio e diariliodônio |
| Beneficiário: | Aloisio de Andrade Bartolomeu |
| Modalidade de apoio: | Bolsas no Exterior - Estágio de Pesquisa - Doutorado |