title: Microwave-assisted Piloty-Robinson synthesis of 3,4-disubstituted pyrroles.
abstract: The synthesis of N-acyl 3,4-disubstituted pyrroles can be accomplished directly from hydrazine and an aldehyde via a Piloty-Robinson pyrrole synthesis. The use of microwave radiation for the cyclization and pyrrole formation greatly reduces the time necessary for this process and facilitates moderate to good yields from hydrazine for the corresponding 3,4-disubstituted products (5-12). By simple hydrolysis, the free N-H pyrroles can be accessed after the Piloty-Robinson reaction and then used directly in the synthesis of octaethylporphyrin (H2OEP, 14) and octaethyltetraphenylporphyrin (H2OETPP, 15).
authors: Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, USA.
authors: Benjamin C
authors: BC
authors: Milgram
authors: Katrine
authors: K
authors: Eskildsen
authors: Steven M
authors: SM
authors: Richter
authors: W Robert
authors: WR
authors: Scheidt
authors: Karl A
authors: KA
authors: Scheidt
mesh_terms: D001554:Benzene / Q000737:chemistry; D006358:Hot Temperature; D008872:Microwaves; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D011758:Pyrroles; D001554:Benzene