Dual Oxidation of Epoxides with a High-Valent Cu(III)-CF3 Compound and DMSO to Access 1,2-Diketones.
J Org Chem
; 88(24): 16735-16741, 2023 Dec 15.
Article
em En
| MEDLINE
| ID: mdl-38050841
ABSTRACT
This study reports sequential dehydrogenation and transfer oxygenation of 1,2-diarylepoxides by high-valent phenCu(III)(CF3)3 and DMSO to produce 1,2-diketones. The Cu(III)-CF3 compound serves as a CF3 radical source to abstract the hydrogen atom of the epoxide ring. The resulting ether α-carbon radical undergoes ring-opening rearrangement to give a ketone α-carbon radical intermediate, which is oxygenated by DMSO with the release of Me2S. The combination of a Cu(III)-CF3 compound and DMSO may be exploited to develop other novel oxidation reactions.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2023
Tipo de documento:
Article
País de afiliação:
China