Pd-catalyzed reactions involving C-N bond formation on easily available substrates containing C-C multiple bonds represent useful methodology to achieve nitrogenated cyclic structures. To this aim unsaturated bonds such as alkenes, alkynes and allenes, tethered to a nucleophilic atom are suitable substrates to obtain products arising from exo- or endo-cyclization depending on the length and rigidity of the linking alkyl chain through amination reactions. In this work, we describe palladium catalyzed carboamination and hydroamination reactions of different substrates containing alkynyl and allenyl moieties resulting in the formation of new two-heteroatom-containing cyclic systems such as imidazoindoles, oxazoles, imidazoles, benzoxazines, oxazepines and isoxazolidines.
TRANSITION METALS CATALYZED REACTIONS FOR THE SYNTHESIS OF HETEROCYCLIC SYSTEMS / A. Bernasconi ; supervisor: E. M. Beccalli ; coordinator: E. Valoti. UNIVERSITA' DEGLI STUDI DI MILANO, 2013 Feb 22. 25. ciclo, Anno Accademico 2012. [10.13130/bernasconi-alice_phd2013-02-22].
TRANSITION METALS CATALYZED REACTIONS FOR THE SYNTHESIS OF HETEROCYCLIC SYSTEMS
A. Bernasconi
2013
Abstract
Pd-catalyzed reactions involving C-N bond formation on easily available substrates containing C-C multiple bonds represent useful methodology to achieve nitrogenated cyclic structures. To this aim unsaturated bonds such as alkenes, alkynes and allenes, tethered to a nucleophilic atom are suitable substrates to obtain products arising from exo- or endo-cyclization depending on the length and rigidity of the linking alkyl chain through amination reactions. In this work, we describe palladium catalyzed carboamination and hydroamination reactions of different substrates containing alkynyl and allenyl moieties resulting in the formation of new two-heteroatom-containing cyclic systems such as imidazoindoles, oxazoles, imidazoles, benzoxazines, oxazepines and isoxazolidines.File | Dimensione | Formato | |
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