4.8 Article

Gold(I)-Catalyzed Cyclization of β-Allenylhydrazones: An Efficient Synthesis of Multisubstituted N-Aminopyrroles

Journal

ORGANIC LETTERS
Volume 12, Issue 19, Pages 4396-4399

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101889h

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Funding

  1. MRES
  2. CNRS
  3. IUF
  4. ANR [0302]

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The gold(I)-catalyzed cycloisomerization of beta-allenylhydrazones provides an efficient access to multisubstituted N-aminopyrroles, which are obtained in good to excellent yields. This new intramolecular cyclization method can be applied either to alkyl- or aryl-substituted allenes. The reaction proceeds under mild conditions with short reaction times through a selective intramolecular 1,2-alkyl or -aryl migration extending the general scope of the reaction.

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