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

2009; American Chemical Society; Volume: 131; Issue: 22 Linguagem: Inglês

10.1021/ja901799s

1943-2984

Paul A. Wender, Daniel Strand,

Organic Chemistry Cycloaddition Reactions

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.