INVESTIGADORES
GIRARDINI BROVELLI Javier Enrique
artículos
Título:
Total synthesis and cytotoxic activity of 6,8-dimethoxy-1,3-dimethylisoquinoline, isolated from Ancistrocladus tectorius. A 6π-azaelectrocyclization approach
Autor/es:
CORTÉS IVAN; BORINI ETICHETTI, CARLA M.; GIRARDINI, JAVIER E.; KAUFMAN TEODORO S.; BRACCA A.
Revista:
SYNTHESIS-STUTTGART
Editorial:
GEORG THIEME VERLAG KG
Referencias:
Año: 2018
ISSN:
0039-7881
Resumen:
A facile and convenient approach toward the synthesis of 1,3-dimethyl-6,8-dimethoxyisoquinoline from phloroacetophenone is reported. The sequence entails the selective 2,4-di-O-methylation and further triflation of the phenolic starting material. This is followed by a Stille-type allylation, an allyl to propenyl isomerization, and the methoximation of the carbonyl moiety. A final microwaves-assisted 6π-azaelectrocylization completes the sequence. Functionalized derivatives on C-1 were also prepared. The heterocycles exhibited cytotoxic activity.
