title: Synthesis of azaheterocycles from aryl ketone O-acetyl oximes and internal alkynes by Cu-Rh bimetallic relay catalysts.
abstract: A synthetic method for azaheterocycles from aryl ketone O-acetyl oximes and internal alkynes has been developed by using the Cu(OAc)(2)-[Cp*RhCl(2)](2) bimetallic catalytic system. The reactions proceeded with both of anti- and syn-isomers of oximes with a wide scope of substituents. The Cu-Rh bimetallic system could be applied for the synthesis of isoquinolines as well as β-carboline, furo[2.3-c]pyridine, pyrrolo[2,3-c]pyridine, and thieno[2,3-c]pyridine derivatives.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors.forename: Pei Chui
authors.initials: PC
authors.lastname: Too
authors.forename: Sze Hui
authors.initials: SH
authors.lastname: Chua
authors.forename: Siong Heng
authors.initials: SH
authors.lastname: Wong
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Chiba
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010091:Oximes / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D002243:Carbolines; D006571:Heterocyclic Compounds; D007546:Isoquinolines; D007659:Ketones; D009942:Organometallic Compounds; D010091:Oximes; D011743:Pyrimidines; D003300:Copper; D012238:Rhodium