Activity of immobilized metallic phthalocyanines in the multicomponent synthesis of dihydropyridine derivatives and their subsequent aromatization

Authors
Sanchez, Laura Mabel; Sathicq, Angel Gabriel; Romanelli, Gustavo Pablo; González, Lina M.; Villa, Aida L.
Publication Year
2017
Language
English
Format
article
Status
Published version
Description
Several supported metallo-sulphonated phthalocyanines (FePcS-NH2-SiO2, CoPcS-NH2-SiO2, and CuPcS-NH2-SiO2) and iron hexadecachlorinated phthalocyanines (FePcCl16-NH2-SiO2 and FePcCl16-NH2-SBA-15) were synthesized and evaluated as alternative catalysts for a green multicomponent Hantzsch reaction between an aromatic aldehyde, methyl or ethylacetoacetate and ammonium acetate to obtain the corresponding dihydropyridines or phenylpyridines depending on the reaction conditions. High selectivities (over 80%) to the 2-phenylpyridines, under oxidant and solvent free conditions at room temperature were obtained. While the formation of 1,4-dihydripyridine derivatives were favored at temperatures above 45 °C (selectivities around of 50%). In addition, the 1,4-dihydripyridine derivatives were aromatized to the corresponding pyridines using t-BuOOH as oxidant, acetonitrile as solvent and at a reaction temperature of 50 °C.
Fil: Sanchez, Laura Mabel. Universidad Nacional de La Plata; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas ; Argentina
Fil: Sathicq, Angel Gabriel. Universidad Nacional de La Plata; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas ; Argentina
Fil: Romanelli, Gustavo Pablo. Universidad Nacional de La Plata; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas ; Argentina
Fil: González, Lina M.. Universidad de Antioquia; Colombia
Fil: Villa, Aida L.. Universidad de Antioquia; Colombia
Subject
Biomimetic catalyst
Immobilized metallic phthalocyanines
2-Phenylpyridines
Multicomponent synthesis
Otras Ingeniería Química
Ingeniería Química
INGENIERÍAS Y TECNOLOGÍAS
Access level
Restricted access
License
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repository
CONICET Digital (CONICET)
Institution
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identifier
oai:ri.conicet.gov.ar:11336/37464