title: Regioselective synthesis of substituted pyrroles: efficient palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylate derivatives.
abstract: The first efficient and regioselective palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylates to give moderate to excellent yields of highly functionalized pyrroles has been developed. This approach is applicable to a range of alkynes and affords the deacylated pyrrole under reaction conditions for most substrates. [reaction: see text]
authors.affiliation: Discovery Medicinal Chemistry and Discovery Analytical Chemistry, Wyeth Research, 500 Arcola Road, Collegeville, PA 19426, USA. crawlem@wyeth.com
authors.forename: Matthew L
authors.initials: ML
authors.lastname: Crawley
authors.forename: Igor
authors.initials: I
authors.lastname: Goljer
authors.forename: Douglas J
authors.initials: DJ
authors.lastname: Jenkins
authors.forename: John F
authors.initials: JF
authors.lastname: Mehlmann
authors.forename: Lisa
authors.initials: L
authors.lastname: Nogle
authors.forename: Rebecca
authors.initials: R
authors.lastname: Dooley
authors.forename: Paige E
authors.initials: PE
authors.lastname: Mahaney
mesh_terms: D000179:Acrylates / Q000138:chemical synthesis*; D000215:Acylation; D000480:Alkynes / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010165:Palladium / Q000737:chemistry*; D011188:Potassium / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis*
chemical_list: D000179:Acrylates; D000480:Alkynes; D002254:Carbonates; D011758:Pyrroles; D010165:Palladium; C037593:potassium carbonate; D011188:Potassium