Electrochemical Dearomative Spirocyclization of N-Acyl Thiophene-2-sulfonamides.
Org Lett
; 24(34): 6321-6325, 2022 09 02.
Article
em En
| MEDLINE
| ID: mdl-35993566
ABSTRACT
The Friedel-Crafts type alkylation of C2-tethered thiophenes has been reported to be nonregioselective. Taking advantage of the highly regioselective 5-exo-trig spirocyclization of an electrochemically generated amidyl radical, we have unraveled an electrochemical dearomative spirocyclization of N-acyl thiophene-2-sulfonamides. Various nucleophilic agents, including carboxylates, alcohols, and fluoride, are readily incorporated to afford the remotely functionalized spirocyclic dihydrothiophenes, and their novel spirocyclic scaffolds have been shown to exhibit promising antitumor activities.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Sulfonamidas
/
Tiofenos
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article