Synthesis of meso-Triaryl 22-Oxanorroles

Norroles are isomers of corroles containing a direct pyrrole N-pyrrole C link instead of a pyrrole C-pyrrole C link of corroles. 22-Oxanorroles are core-modified norroles in which one of the pyrroles is replaced with a furan ring. A straightforward route is adopted to synthesize the first examples of aromatic meso-triaryl-22-oxanorroles containing a pyrrole N-pyrrole alpha-C direct bond in 4-7% yields by condensing 16-oxatripyrrane and (1H-pyrrol-3-yl)(p-tolyl)methanol in CH2Cl2 under mild acid-catalyzed conditions followed by oxidation with DDQ

Automated summary

Aromatic meso-triaryl-22-oxanorroles containing a pyrrole N-pyrrole alpha-C direct bond were successfully synthesized using a straightforward route. The synthesis method has a yield of 4-7% and provides an important basis for further research.