Abstract
A cotarnine alkaloid-based synthesis was developed for new heptacyclic condensed diisoquinolines via the double intramolecular pseudosalt bis[1,3]dioxolo[4,5- g;4′,5′- g′][1,3,4]oxadiazolo[2,3- a;5,4- a′]diisoquinoline 6. Substitution of the central O atom in 6 by C, S, or N nucleophiles afforded the first representatives of the new ring systems bis[1,3]dioxolo[4,5- g:4,5- g′]pyrazolo[3,2- a:5,1- a′]diisoquinoline ( 7a– d), bis[1,3]dioxolo[4,5- g:4,5- g′][1,3,4]thiadiazolo[2,3- a:5,4- a′]diisoquinoline ( 8), and bis[1,3]dioxolo[4,5- g:4,5- g′][1,2,4]triazolo[3,2- a:5,1- a′]diisoquinoline ( 9a– d) under simple reaction conditions.
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