The use of transition-metals catalyzed reactions, among them palladium catalysts, permits the formation of polyheterocyclic systems endowed with different kind of properties. In this contest reactions involving C-N bond formation on easily available substrates containing C-C multiple bonds represent fruitful methodology to achieve nitrogenated cyclic structures, useful intermediates for natural and pharmaceutical products synthesis. Allenic amines tethered to aryl or heteroaryl nucleus bearing a nucleophilic substituent represent a suitable susbstrates for intramolecular reactions such as amination or hydroamination. A successful method of hydroamination of allenes has been recently developed in our laboratories following a convenient procedure using mild conditions under microwave irradiation. In the present work we reported the different cyclization paths observed depending on the aryl or heteroaryl scaffold. Moreover domino reactions as carboaminations are reported as advantageous processes to afford polyfunctionalized molecules.
Pd-catalyzed reactivity of N-allenyl Amino(hetero)arenes / A. Mazza, E.M. Beccalli. ((Intervento presentato al convegno CO.GI.CO tenutosi a Milano nel 2014.
Pd-catalyzed reactivity of N-allenyl Amino(hetero)arenes
A. MazzaPrimo
;E.M. BeccalliUltimo
2014
Abstract
The use of transition-metals catalyzed reactions, among them palladium catalysts, permits the formation of polyheterocyclic systems endowed with different kind of properties. In this contest reactions involving C-N bond formation on easily available substrates containing C-C multiple bonds represent fruitful methodology to achieve nitrogenated cyclic structures, useful intermediates for natural and pharmaceutical products synthesis. Allenic amines tethered to aryl or heteroaryl nucleus bearing a nucleophilic substituent represent a suitable susbstrates for intramolecular reactions such as amination or hydroamination. A successful method of hydroamination of allenes has been recently developed in our laboratories following a convenient procedure using mild conditions under microwave irradiation. In the present work we reported the different cyclization paths observed depending on the aryl or heteroaryl scaffold. Moreover domino reactions as carboaminations are reported as advantageous processes to afford polyfunctionalized molecules.Pubblicazioni consigliate
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