Reactive dications: the superacid-catalyzed reactions of alkynes bearing adjacent N-heterocycles or amine groups.

@article{Klumpp2004ReactiveDT,
  title={Reactive dications: the superacid-catalyzed reactions of alkynes bearing adjacent N-heterocycles or amine groups.},
  author={Douglas A. Klumpp and Rendy Rendy and Yun Zhang and Aaron McElrea and Alma Gomez and Han Dang},
  journal={The Journal of organic chemistry},
  year={2004},
  volume={69 23},
  pages={
          8108-10
        }
}
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. 

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References

Reactive dications: The superacid-catalyzed reactions of alkynes bearing adjacent N-heterocycles or amine groups

  • 2004