A Novel Approach for the Synthesis of N-Arylpyrroles

Treatment of quinazolin-4(3H)-one bromides with acetylenic dipolarophiles in 1,2-epoxybutane medium gave, in good yields, N-arylpyrroles instead of the corresponding pyrrolo[1,2-a]quinazolines. The structures of the pyrroles were deduced by NMR spectroscopy and confirmed by X-ray crystal structure analysis. The 1 H NMR spectra of ethyl esters revealed hindered rotation about the N―Ar bond.