Cyclocarboamination of alkynes with aziridines: synthesis of 2,3-dihydropyrroles by a catalyzed formal [3 + 2] cycloaddition.
An efficient cyclocarboamination reaction of nonactivated alkynes with aziridines, catalyzed by Lewis or Bronsted acids, to form 2,3-dihydropyrroles through a formal [3+2] cycloaddition, is described. The reaction provides a wide range of polysubstituted dihydropyrroles in a highly regioselective manner, is scalable, proceeds under mild reaction conditions, and uses low catalyst loadings.
Wender
Paul A
PA
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. wenderp@stanford.edu
Strand
Daniel
D
D000480:Alkynes / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D011758:Pyrroles / Q000138:chemical synthesis*
D000480:Alkynes; D001388:Aziridines; D011758:Pyrroles