Flash vacuum pyrolysis of 3-aroylcinnolines: interesting routes toward polynuclear aromatic compounds

Flash vacuum pyrolysis of 3-aroylcinnolines 3 at 900°C and 0.02 Torr yielded phenanthrene and arylacetylene derivatives as the major products beside anthracene and diarylacetylene derivatives as minor products. Also, FVP of 3-(2-thienoyl)-cinnoline gave three isomeric naphthothiophenes, phenyl-2-thienylacetylene and phenylacetylene. On the other hand, 3-(2-furoyl)-cinoline gave dibenzofuran as a major product besides naphtho[1,2-b]furan and phenylacetylene.