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NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions
BACKGROUND: Structurally diverse aldehydes are successfully converted into acylals (1,1-diacetates) with acetic anhydride using NaHSO(4)-SiO(2) as a mild, convenient and inexpensive catalyst under solvent-free conditions. The noteworthy features of the present system are shorter reaction times, and...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
BioMed Central
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3543185/ https://www.ncbi.nlm.nih.gov/pubmed/23148682 http://dx.doi.org/10.1186/1752-153X-6-136 |
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author | Kannasani, Ravi Kumar Peruri, V V Satyanarayana Battula, Srinivasa Reddy |
author_facet | Kannasani, Ravi Kumar Peruri, V V Satyanarayana Battula, Srinivasa Reddy |
author_sort | Kannasani, Ravi Kumar |
collection | PubMed |
description | BACKGROUND: Structurally diverse aldehydes are successfully converted into acylals (1,1-diacetates) with acetic anhydride using NaHSO(4)-SiO(2) as a mild, convenient and inexpensive catalyst under solvent-free conditions. The noteworthy features of the present system are shorter reaction times, and mild and solvent-free conditions. Furthermore, it offers chemoselective protection of aldehydes. RESULTS: Both aromatic and aliphatic aldehydes reacts smoothly with acetic anhydride in presence of silica supported sodium hydrogen sulphate to afford the corresponding 1,1-diacetates in good to excellent yields. We studied competitive reactions for the acylation of aldehydes in the presence of ketones using silica supported sodium hydrogen sulphate as a catalyst. Using this catalytic system, the highly selective conversion of an aldehyde in the presence of ketone was observed. CONCLUSIONS: NaHSO(4)-SiO(2) is a chemoselective and highly efficient catalyst for acylal formation from aldehydes. The advantages of this methodology over the reported methods is the availability of the starting materials, simplicity of acylation procedure, a clean work-up, a short reaction time, high yields and reusability. |
format | Online Article Text |
id | pubmed-3543185 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | BioMed Central |
record_format | MEDLINE/PubMed |
spelling | pubmed-35431852013-01-14 NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions Kannasani, Ravi Kumar Peruri, V V Satyanarayana Battula, Srinivasa Reddy Chem Cent J Methodology BACKGROUND: Structurally diverse aldehydes are successfully converted into acylals (1,1-diacetates) with acetic anhydride using NaHSO(4)-SiO(2) as a mild, convenient and inexpensive catalyst under solvent-free conditions. The noteworthy features of the present system are shorter reaction times, and mild and solvent-free conditions. Furthermore, it offers chemoselective protection of aldehydes. RESULTS: Both aromatic and aliphatic aldehydes reacts smoothly with acetic anhydride in presence of silica supported sodium hydrogen sulphate to afford the corresponding 1,1-diacetates in good to excellent yields. We studied competitive reactions for the acylation of aldehydes in the presence of ketones using silica supported sodium hydrogen sulphate as a catalyst. Using this catalytic system, the highly selective conversion of an aldehyde in the presence of ketone was observed. CONCLUSIONS: NaHSO(4)-SiO(2) is a chemoselective and highly efficient catalyst for acylal formation from aldehydes. The advantages of this methodology over the reported methods is the availability of the starting materials, simplicity of acylation procedure, a clean work-up, a short reaction time, high yields and reusability. BioMed Central 2012-11-13 /pmc/articles/PMC3543185/ /pubmed/23148682 http://dx.doi.org/10.1186/1752-153X-6-136 Text en Copyright ©2012 PERURI et al.; licensee Chemistry Central Ltd. http://creativecommons.org/licenses/by/2.0 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Methodology Kannasani, Ravi Kumar Peruri, V V Satyanarayana Battula, Srinivasa Reddy NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
title | NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
title_full | NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
title_fullStr | NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
title_full_unstemmed | NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
title_short | NaHSO(4)-SiO(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
title_sort | nahso(4)-sio(2) as an efficient and chemoselective catalyst, for the synthesis of acylal from aldehydes under, solvent-free conditions |
topic | Methodology |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3543185/ https://www.ncbi.nlm.nih.gov/pubmed/23148682 http://dx.doi.org/10.1186/1752-153X-6-136 |
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