Abstract
Newly prepared, stable aroyldiaziridines of 3,4-tetrahydroisoquinolines undergo regioselective cycloaddition reactions with a number of both mono and disubstituted alkynes, affording five-membered ring products which, after oxidative aromatization of the pyrazoline ring, lead to the efficient preparation of pyrazolo[5,1-a ]isoquinolines. The overall transformation is base-catalyzed and occurs more rapidly in the presence of oxygen, in halogenated solvents and in dioxane.
Key words
isoquinolines - diaziridines - cycloadditions - alkynes - oxidations
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