title: Reactive dications: the superacid-catalyzed reactions of alkynes bearing adjacent N-heterocycles or amine groups.
abstract: A variety of aminoalkynes and related heterocycles are reacted in the Bronsted superacid CF(3)SO(3)H (triflic acid), and products are obtained in generally good yields (69-99%) from Friedel-Crafts-type reactions. The reactions are consistent with the formation of novel dicationic intermediates having a vinyl cationic site and an adjacent protonated N-heterocycle or ammonium cation.
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60115, USA. dklumpp@niu.edu
authors.forename: Douglas A
authors.initials: DA
authors.lastname: Klumpp
authors.forename: Rendy
authors.initials: R
authors.lastname: Rendy
authors.forename: Yun
authors.initials: Y
authors.lastname: Zhang
authors.forename: Aaron
authors.initials: A
authors.lastname: McElrea
authors.forename: Alma
authors.initials: A
authors.lastname: Gomez
authors.forename: Han
authors.initials: H
authors.lastname: Dang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D002412:Cations / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry
chemical_list: D000480:Alkynes; D000588:Amines; D002412:Cations; D006571:Heterocyclic Compounds; D007202:Indicators and Reagents; D000644:Quaternary Ammonium Compounds