Reaction of 3-aminoacridine with formaldehyde in acidic media: access to a series of "fascinating" molecules
Université J. Fourier, BP 53, 38041 Grenoble cedex, France
Depending on the nature of the solvent (TFA, MsOH, HCl) and on the stochiometry in formaldehyde, 3-aminoacridine can be selectively transformed into four different types of new heterocyclic structures: a
Tröger's Base analogue
Some of these compounds are precursors of complex and interesting molecules:
DNA intercalating-alkylating agents
(quinone -imine-methide precursor),
hexa-aza kekulene, poly-aza helicene.