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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2015
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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. |
format | Online Article Text |
id | pubmed-4906492 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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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