title: One-shot access to α,β-difunctionalized azepenes and dehydropiperidines by reductive cross-coupling of α-selenonyl-β-selenyl enamides with organic bromides.
abstract: The synthesis of α- and α,β-functionalized azepenes and dehydropiperidines from readily prepared α-selenonyl eneformamides or enecarbamates has been achieved through Fe-catalyzed α-substitutive deselenonation, β-regioselective lithiation/trapping, and Co-catalyzed reductive cross-coupling protocols.
authors.affiliation: Department of Chemistry, Susquehanna University, 514 University Avenue, Selinsgrove, PA 17870, USA. beng@susqu.edu.
authors.forename: Timothy K
authors.initials: TK
authors.lastname: Beng
authors.forename: Ann Wens V
authors.initials: AW
authors.lastname: Silaire
authors.forename: Amir
authors.initials: A
authors.lastname: Alwali
authors.forename: Daniel P
authors.initials: DP
authors.lastname: Bassler
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D001965:Bromides / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D016566:Organoselenium Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D001381:Azepines; D001965:Bromides; D006571:Heterocyclic Compounds; D016566:Organoselenium Compounds; D010880:Piperidines