This work consists of four main parts. Part I describes the synthesis of medicinally relevant indoles by palladium-catalyzed reductive cyclization of readily obtainable β-nitrostyrenes using carbon monoxide as the reductant and in acetonitrile as a solvent. Part II describe a new route to synthesize thieno[2,3-b]pyrrole or thieno[3,2-b]pyrrole by intramolecular reductive cyclization of α,β-unsaturated nitro compounds using carbon monoxide as the reductant and catalyzed by palladium complexes. Part III presents our work on palladium catalyzed intramolecular reductive cyclization of nitro-dienes with carbon monoxide, which provides a novel and efficient method for synthesis of 2,5-disubstituted or 2,3,5-trisubstituted pyrroles.

SYNTHESIS OF NITROGEN HETEROCYCLES BY INTRAMOLECULAR CYCLIZATION OF ALPHA, BETA-UNSATURATED NITRO COMPOUNDS, CATALYZED BY PALLADIUM COMPLEXES AND WITH CARBON MONOXIDE AS THE REDUCTANT

ELATAWY, MOHAMED ALI KHALIL
2015

Abstract

This work consists of four main parts. Part I describes the synthesis of medicinally relevant indoles by palladium-catalyzed reductive cyclization of readily obtainable β-nitrostyrenes using carbon monoxide as the reductant and in acetonitrile as a solvent. Part II describe a new route to synthesize thieno[2,3-b]pyrrole or thieno[3,2-b]pyrrole by intramolecular reductive cyclization of α,β-unsaturated nitro compounds using carbon monoxide as the reductant and catalyzed by palladium complexes. Part III presents our work on palladium catalyzed intramolecular reductive cyclization of nitro-dienes with carbon monoxide, which provides a novel and efficient method for synthesis of 2,5-disubstituted or 2,3,5-trisubstituted pyrroles.
24-nov-2015
Inglese
homogeneous catalysis; phenanthroline; Pd catalyst; nitro olefins; nitro dienes; thienopyrroles; pyrroles; indoles
RAGAINI, FABIO ATTILIO CIRILLO
LICANDRO, EMANUELA
Università degli Studi di Milano
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14242/174461
Il codice NBN di questa tesi è URN:NBN:IT:UNIMI-174461