title: A novel strategy for the synthesis of 3-(N-heteryl)pyrrole derivatives.
abstract: A flexible approach to unknown 1-(1H-pyrrol-3-yl)pyridinium salts with selective control of the substitution patterns, by the reaction of pyridinium ylides with 2H-azirines, is disclosed. 3-(Pyridinium-1-yl)pyrrolides, a new type of stable ylide, were prepared from these salts in high yields by treatment with base. Atmospheric-pressure hydrogenation of the ylides with Adams' catalyst lead to 1-(pyrrol-3-yl)piperidines in good yields.
authors: Department of Chemistry, Saint Petersburg State University , Universitetskii pr. 26, 198504 St. Petersburg, Russia, and Department of Chemistry, University of Durham , Durham, South Road, DH1 3LE, U.K.
authors: Alexander F
authors: AF
authors: Khlebnikov
authors: Maria V
authors: MV
authors: Golovkina
authors: Mikhail S
authors: MS
authors: Novikov
authors: Dmitry S
authors: DS
authors: Yufit
mesh_terms: D002384:Catalysis; D006865:Hydrogenation; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011726:Pyridinium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010880:Piperidines; D011726:Pyridinium Compounds; D011758:Pyrroles