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 α-C direct bond in 4-7% yields by condensing 16-oxatripyrrane and (1 H -pyrrol-3-yl)( p -tolyl)methanol in CH 2 Cl 2 under mild acid-catalyzed conditions followed by oxidation with DDQ.