Brønsted Acid-Catalyzed Formal (3+3)-Annulation of Propargylic (Aza)-para-Quinone Methides with 4-Hydroxycoumarins and 1,3-Dicarbonyl Compounds.
J Org Chem
; 86(9): 6075-6089, 2021 05 07.
Article
em En
| MEDLINE
| ID: mdl-33820419
ABSTRACT
Herein, we describe a highly effective 1,8-conjugate-addition-mediated formal (3+3)-annulation of (aza)-para-quinone methides in situ generated from propargylic alcohols with 4-hydroxycoumarins and 1,3-dicarbonyl compounds under the catalysis of a Brønsted acid. This methodology affords efficient and practical access to synthetically important and highly functionalized pyranocoumarins and pyrans in excellent yields under mild conditions. Importantly, these products exhibit impressive inhibitory activity toward α-glucosidase.
Texto completo:
1
Bases de dados:
MEDLINE
Assunto principal:
4-Hidroxicumarinas
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2021
Tipo de documento:
Article