title: Metal-catalyzed cycloisomerization reactions of cis-4-hydroxy-5-alkynylpyrrolidinones and cis-5-hydroxy-6-alkynylpiperidinones: synthesis of furo[3,2-b]pyrroles and furo[3,2-b]pyridines.
abstract: Furo[3,2-b]pyrroles and furo[3,2-b]pyridines can be conveniently prepared in good yields from the cycloisomerization reactions of cis-4-hydroxy-5-alkynylpyrrolidinones and cis-5-hydroxy-6-alkynylpiperidinones, respectively, using Ag(I), Pd(II)/Cu(I), or Au(I) catalysis. In one case, the cycloisomerization product was unstable and produced a furan derivative by a ring-opening reaction.
authors.affiliation: School of Chemistry, University of Wollongong, Wollongong, New South Wales 2522, Australia.
authors.forename: Jasmine C
authors.initials: JC
authors.lastname: Jury
authors.forename: Nalivela Kumara
authors.initials: NK
authors.lastname: Swamy
authors.forename: Arife
authors.initials: A
authors.lastname: Yazici
authors.forename: Ian R
authors.initials: IR
authors.lastname: Morgan
authors.forename: Anthony C
authors.initials: AC
authors.lastname: Willis
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Pyne
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D019216:Metals, Heavy / Q000737:chemistry*; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D019216:Metals, Heavy; D010880:Piperidines; D011725:Pyridines; D011758:Pyrroles; D011759:Pyrrolidines