Producción CyT
Total synthesis and cytotoxic activity of 6,8‐dimethoxy‐1,3‐ dimethylisoquinoline, isolated from Ancistrocladus tectorius. A 6π‐ azaelectrocyclization approach
Artículo
Autoría:
CORTÉS, IVÁN ; Carla M. Borini Etichetti ; Javier E. Girardini ; Teodoro S. Kaufman ; Andrea B.J. BraccaFecha:
2018Editorial y Lugar de Edición:
GEORG THIEME VERLAG KGRevista:
SYNTHESIS-STUTTGART GEORG THIEME VERLAG KGResumen *
A facile and convenient approach toward the total synthesis of 1,3‐ dimethyl‐6,8‐dimethoxy isoquinoline from phloroacetophenone is reported. The sequence entailed the selective 2,4‐di‐O‐methylation and further triflation of the resulting phenolic product. This was followed by a Stille‐type allylation, an allyl to propenyl isomerization, and the methoximation of the carbonyl moiety. A final microwaves‐assisted 6π‐azaelectrocylization completed the sequence. Functionalized derivatives on C‐1 were also prepared. The heterocycles exhibited cytotoxic activity. Información suministrada por el agente en SIGEVAPalabras Clave
ANCISTROCLADUS TECTORIUS ALKALOIDBIOACTIVE NATURAL PRODUCTTOTAL SYNTHESIS6π‐AZAELECTROCYCLIZATION