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Cationic polycyclic aromatic compounds containing one or more nitrogen atom(s), also known as azonia polycyclic aromatic compounds, form a valuable class of molecules because of their fluorescent and/or medicinal properties. N -Arylated hydroisoquinoline derivatives were synthesized through an aryne aza-Diels–Alder cycloaddition/ N -arylation sequence. A subsequent two-electron oxidation allowed the synthesis of some axially chiral cationic benzo[ c ]phenanthridinium derivatives. The structural and optical properties of some of these molecules were determined. Their chirality was evidenced experimentally by single-crystal X-ray diffraction and1 H NMR spectroscopy, and their conformational behavior was examined by computational DFT methods. [ABSTRACT FROM AUTHOR]

Research has been conducted on the acylation reaction regioselectivity. The results indicate that regioselectivity of the Vilsmeier-Haack reaction can be explained by the stability of the cationic intermediate resulting from the attack on C (sub)4.

The overall yield of the nonracemic (R)-myrmicarin 217 from pyrrole is 7.5% with 98% ee. The synthesis of (S)-ent-M217 is carried out using L-glutamic acid. The atmospheric oxidation of the compounds is prevented by storing under nitrogen.