title: Palladium catalyzed one-pot sequential Suzuki cross-coupling-direct C-H functionalization of imidazo[1,2-a]pyrazines.
abstract: An efficient "one-pot" selective functionalization at C3/C6 of imidazo[1,2-a]pyrazines has been developed via a palladium-catalyzed sequential Suzuki-Miyaura cross-coupling/direct C-H arylation, vinylation, and benzylation. The procedure remains effective in the presence of a methyl thioether group at C8, which may in turn be successfully engaged in a cross-coupling method to afford 3,6,8-trisubstituted imidazo[1,2-a]pyrazines. This work paves the way for the design of biologically relevant compounds in an imidazo[1,2-a]pyrazine series.
authors.affiliation: CNRS UMR 6014 COBRA & FR 3038 INC3M, Université de Rouen, 1 rue Tesnière, 76821 Mont St Aignan Cedex, France. vincent.gembus@insa-rouen.fr
authors.forename: Vincent
authors.initials: V
authors.lastname: Gembus
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Bonfanti
authors.forename: Olivier
authors.initials: O
authors.lastname: Querolle
authors.forename: Philippe
authors.initials: P
authors.lastname: Jubault
authors.forename: Vincent
authors.initials: V
authors.lastname: Levacher
authors.forename: Christophe
authors.initials: C
authors.lastname: Hoarau
mesh_terms: D002384:Catalysis; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011719:Pyrazines / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D007093:Imidazoles; D011719:Pyrazines; C556838:imidazo(1,2-a)pyrazine; D010165:Palladium