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Cyclocarboamination of Alkynes with Aziridines: Synthesis of 2,3-Dihydropyrroles by a Catalyzed Formal [3 + 2] Cycloaddition

Paul A. Wender* and Daniel Strand

*Departments of Chemistry and of Chemical and Systems Biology, Stanford University, Stanford, California 94305-5080, Email:

P. A. Wender, D. Strand, J. Am. Chem. Soc., 2009, 131, 7528-7529.

DOI: 10.1021/ja901799s


An efficient, scalable and mild cyclocarboamination reaction of nonactivated alkynes with aziridines, catalyzed by low loadings of Lewis or Bronsted acids, provides a wide range of polysubstituted 2,3-dihydropyrroles in a highly regioselective manner through a formal [3+2] cycloaddition.

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ID: J48-Y2009-1680