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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...

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Autores principales: Kannasani, Ravi Kumar, Peruri, V V Satyanarayana, Battula, Srinivasa Reddy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: BioMed Central 2012
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.
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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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