BECAS
CORTÉS IvÁn
artículos
Título:
Total synthesis and cytotoxic activity of 6,8‐dimethoxy‐1,3‐ dimethylisoquinoline, isolated from Ancistrocladus tectorius. A 6π‐ azaelectrocyclization approach
Autor/es:
IVÁN CORTÉS; CARLA M. BORINI ETICHETTI; JAVIER E. GIRARDINI; TEODORO S. KAUFMAN; ANDREA B.J. BRACCA
Revista:
SYNTHESIS-STUTTGART
Editorial:
GEORG THIEME VERLAG KG
Referencias:
Año: 2018
ISSN:
0039-7881
Resumen:
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.
