title: A Sonogashira cross-coupling/5-exo-dig cyclization/ionic hydrogenation sequence: synthesis of 4-substituted 3-azabicyclo[3.1.0]hexan-2-ones from 2-iodocyclopropanecarboxamides.
abstract: A variety of 4-substituted 3-azabicyclo[3.1.0]hexan-2-ones have been prepared from 2-iodocyclopropanecarboxamides by a three-step sequence involving a copper-free Sonogashira coupling with terminal aryl- or heteroarylalkynes, followed by a 5-exo-dig cyclization and an ionic hydrogenation.
authors: Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR7084), 10 rue Vauquelin 75231 Paris Cedex 05, France.
authors: Benoît
authors: B
authors: de Carné-Carnavalet
authors: Christophe
authors: C
authors: Meyer
authors: Janine
authors: J
authors: Cossy
authors: Benoît
authors: B
authors: Folléas
authors: Jean-Louis
authors: JL
authors: Brayer
authors: Jean-Pierre
authors: JP
authors: Demoute
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry*; D006865:Hydrogenation; D007477:Ions / Q000737:chemistry; D008968:Molecular Conformation
chemical_list: D000480:Alkynes; D019086:Bridged Bicyclo Compounds, Heterocyclic; D003521:Cyclopropanes; D007477:Ions