To test the alternatives, a small amount of meso-tris(2-methylphenyl)corrole, H2[TpMePC], was dissolved in dichloromethane, DDQ (2 eq) and pyrrole (10 eq) were added, and the reaction mixture was left to stir at room temperature. Periodic monitoring by ESI-MS over several hours revealed only isocorrole formation and no trace of calixcorrole. The latter promptly appeared on the MS, however, upon refluxing the mixture. With the importance of heating established, we scaled up the reaction to about 50 mg of corrole dissolved in ~20 mL dichloromethane and the same number of equivalents of DDQ and pyrrole as before. After refluxing overnight, chromatographic work-up led to the isolation of two fractions F1 and F2 of calixcorrole in 4.4 and 23.5% yields, or a combined yield of 27.9%. 1 H NMR spectroscopy would later establish F1 and F2 as diastereomers.