A Tandem Regiospecific [3 + 2] Annulation/Ring Cleavage Reaction for the Synthesis of ß-Ketoenamides.
J Org Chem
; 89(4): 2800-2806, 2024 Feb 16.
Article
em En
| MEDLINE
| ID: mdl-38294361
ABSTRACT
A series of ß-ketoenamines was synthesized from various phenacyl sulfoxides bearing 1-methyl-1H-tetrazole and oximes in moderate to excellent yields. The proposed mechanism involved the generation of α-sulfines from sulfoxides through thermolytic elimination, regiospecific formal [3 + 2] annulations, and elimination of SO2. This protocol provides convenient access to a variety of synthetically valuable N-unprotected ß-enaminones with absolute Z selectivity.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article