Starting from N,N-disubstituted propargylamines, through a one-pot sequential 1,3-dipolar cycloaddi- tion/Pd-catalyzed arylation, polyheterocyclic systems were obtained in only one step. The outcome of the cycloadditions, performed with 1,3-dipoles nitriloxide and azide, was totally regioselective. The sub- sequent Pd-catalyzed arylation achieved using ligand-free conditions involved the unsubstituted carbon of the heterocyclic ring.
N,N-disubstituted propargylamines as tools in the sequential 1,3-dipolar cycloaddition/arylation processes to the formation of polyheterocyclic systems / L. Basolo, E.M. Beccalli, E. Borsini, G. Broggini, S. Pellegrino. - In: TETRAHEDRON. - ISSN 0040-4020. - 64:35(2008 Aug 25), pp. 8182-8187.
N,N-disubstituted propargylamines as tools in the sequential 1,3-dipolar cycloaddition/arylation processes to the formation of polyheterocyclic systems
L. BasoloPrimo
;E.M. BeccalliSecondo
;E. Borsini;S. PellegrinoUltimo
2008
Abstract
Starting from N,N-disubstituted propargylamines, through a one-pot sequential 1,3-dipolar cycloaddi- tion/Pd-catalyzed arylation, polyheterocyclic systems were obtained in only one step. The outcome of the cycloadditions, performed with 1,3-dipoles nitriloxide and azide, was totally regioselective. The sub- sequent Pd-catalyzed arylation achieved using ligand-free conditions involved the unsubstituted carbon of the heterocyclic ring.
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