Gold(I)-catalyzed cyclization of β-allenylhydrazones: an efficient synthesis of multisubstituted N-aminopyrroles.

Org Lett

Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), FR 2769 UPMC-Paris 06, C. 229, 4 Place Jussieu, 75005, Paris, France.

Published: October 2010

The gold(I)-catalyzed cycloisomerization of β-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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http://dx.doi.org/10.1021/ol101889hDOI Listing

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