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Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans

We designed a ceria–vanadia/silica (Ce–V/SiO(2)) heterogeneous catalyst and used it for the green and efficient synthesis of 2‐amino‐3‐cyano‐4H‐pyran derivatives. The green reaction was a multicomponent one‐pot condensation of 5,5‐dimethylcyclohexane‐1,3‐dione, aromatic aldehyde, and malononitrile i...

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Autores principales: Maddila, Surya Narayana, Maddila, Suresh, van Zyl, Werner E., Jonnalagadda, Sreekantha B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4906492/
https://www.ncbi.nlm.nih.gov/pubmed/27308209
http://dx.doi.org/10.1002/open.201500159
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author Maddila, Surya Narayana
Maddila, Suresh
van Zyl, Werner E.
Jonnalagadda, Sreekantha B.
author_facet Maddila, Surya Narayana
Maddila, Suresh
van Zyl, Werner E.
Jonnalagadda, Sreekantha B.
author_sort Maddila, Surya Narayana
collection PubMed
description We designed a ceria–vanadia/silica (Ce–V/SiO(2)) heterogeneous catalyst and used it for the green and efficient synthesis of 2‐amino‐3‐cyano‐4H‐pyran derivatives. The green reaction was a multicomponent one‐pot condensation of 5,5‐dimethylcyclohexane‐1,3‐dione, aromatic aldehyde, and malononitrile in an eco‐compatible solvent (ethanol). The catalyst was synthesized and fully characterized by powder X‐ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), and Brunauer–Emmett–Teller (BET) surface area analysis. The reported procedure offers a number of advantages including decreased reaction times, mild conditions, high yields, operational simplicity, and environmentally benign and simple work‐up procedures. Furthermore, the catalyst is economical, fully recyclable, and reusable for over five runs while preserving its high activity. The synthesized 2‐amino‐3‐cyano‐4H‐pyran products can later be used for pharmaceutical purposes.
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spelling pubmed-49064922016-06-15 Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans Maddila, Surya Narayana Maddila, Suresh van Zyl, Werner E. Jonnalagadda, Sreekantha B. ChemistryOpen Communications We designed a ceria–vanadia/silica (Ce–V/SiO(2)) heterogeneous catalyst and used it for the green and efficient synthesis of 2‐amino‐3‐cyano‐4H‐pyran derivatives. The green reaction was a multicomponent one‐pot condensation of 5,5‐dimethylcyclohexane‐1,3‐dione, aromatic aldehyde, and malononitrile in an eco‐compatible solvent (ethanol). The catalyst was synthesized and fully characterized by powder X‐ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), and Brunauer–Emmett–Teller (BET) surface area analysis. The reported procedure offers a number of advantages including decreased reaction times, mild conditions, high yields, operational simplicity, and environmentally benign and simple work‐up procedures. Furthermore, the catalyst is economical, fully recyclable, and reusable for over five runs while preserving its high activity. The synthesized 2‐amino‐3‐cyano‐4H‐pyran products can later be used for pharmaceutical purposes. John Wiley and Sons Inc. 2015-08-19 /pmc/articles/PMC4906492/ /pubmed/27308209 http://dx.doi.org/10.1002/open.201500159 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Maddila, Surya Narayana
Maddila, Suresh
van Zyl, Werner E.
Jonnalagadda, Sreekantha B.
Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans
title Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans
title_full Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans
title_fullStr Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans
title_full_unstemmed Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans
title_short Ceria–Vanadia/Silica‐Catalyzed Cascade for C−C and C−O Bond Activation: Green One‐Pot Synthesis of 2‐Amino‐3‐cyano‐4H‐pyrans
title_sort ceria–vanadia/silica‐catalyzed cascade for c−c and c−o bond activation: green one‐pot synthesis of 2‐amino‐3‐cyano‐4h‐pyrans
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4906492/
https://www.ncbi.nlm.nih.gov/pubmed/27308209
http://dx.doi.org/10.1002/open.201500159
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