Resorcinol and 2-methylresorcinol react with acetoxymethylpyrroles in the presence of p-toluenesulfonic acid and calcium chloride to give tripyrrane-type intermediates 1. These can be further deprotected and condensed with a pyrrole dialdehyde to afford oxybenziporphyrins 2.  The porphyrinoid derived from 2-methylresorcinol can be further oxidized with [bis(trifluoroacetoxy)iodo]benzene to give dicarbonylcarbaporphyrinoids 3. Similar macrocycles can be prepared from 2,5-furandicarbaldehyde and thiophenedicarbaldehyde. The chemistry of these novel compounds, including metalations and N-alkylation studies, are also in progress.