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Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis

BACKGROUND: Marine sponge/nano-CuO as a natural catalyst efficiently catalyzed the Sulfonylation reaction of p-chlorobenzene sulfonyl chlorides with amines in order to prepare sulfonamides. The advantages included use of a natural catalyst, ease of handling, requirement of a very small amount of cat...

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Autores principales: Shushizadeh, Mohamad Reza, Mostoufi, Azar, Fakhrian, Marjan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: DocS 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3941868/
https://www.ncbi.nlm.nih.gov/pubmed/24624171
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author Shushizadeh, Mohamad Reza
Mostoufi, Azar
Fakhrian, Marjan
author_facet Shushizadeh, Mohamad Reza
Mostoufi, Azar
Fakhrian, Marjan
author_sort Shushizadeh, Mohamad Reza
collection PubMed
description BACKGROUND: Marine sponge/nano-CuO as a natural catalyst efficiently catalyzed the Sulfonylation reaction of p-chlorobenzene sulfonyl chlorides with amines in order to prepare sulfonamides. The advantages included use of a natural catalyst, ease of handling, requirement of a very small amount of catalyst, mild reaction condition and appropriateness to high yield. OBJECTIVES: The current study aimed to look for a solid support reaction and to develop a general, mild and novel method in order to synthesize sulfonamides in the absence of a strong base, it was found that marine sponge/nano-CuO is a natural and efficient catalyst for this method at room temperature. MATERIALS AND METHODS: The reaction was carried out simply by addition of amine and p -chlorobenzene sulfonyl chloride to the mixture of Marine sponge powder/nano-CuO in acetonitrile at room temperature. Then the reaction mixture was extracted by CH2Cl2 and was dried over anhydrous magnesium sulfate. Evaporation of the solvent afforded the products. RESULTS: In this method several derivatives of sulfonamide underwent the reaction of different amines with p-chlorobenzene sulfonyl chloride in the presence of marine sponge/nano-CuO in CH3CN are synthesized. CONCLUSIONS: In conclusion, a new, natural and efficient marine catalyst, and a marine sponge/nano-CuO were developed to synthesize sulfonamide derivatives in CH3CN in 75–93% yields. This method was applied to a wide range of aromatic and aliphatic amines under mild conditions.
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spelling pubmed-39418682014-03-12 Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis Shushizadeh, Mohamad Reza Mostoufi, Azar Fakhrian, Marjan Jundishapur J Nat Pharm Prod Research Article BACKGROUND: Marine sponge/nano-CuO as a natural catalyst efficiently catalyzed the Sulfonylation reaction of p-chlorobenzene sulfonyl chlorides with amines in order to prepare sulfonamides. The advantages included use of a natural catalyst, ease of handling, requirement of a very small amount of catalyst, mild reaction condition and appropriateness to high yield. OBJECTIVES: The current study aimed to look for a solid support reaction and to develop a general, mild and novel method in order to synthesize sulfonamides in the absence of a strong base, it was found that marine sponge/nano-CuO is a natural and efficient catalyst for this method at room temperature. MATERIALS AND METHODS: The reaction was carried out simply by addition of amine and p -chlorobenzene sulfonyl chloride to the mixture of Marine sponge powder/nano-CuO in acetonitrile at room temperature. Then the reaction mixture was extracted by CH2Cl2 and was dried over anhydrous magnesium sulfate. Evaporation of the solvent afforded the products. RESULTS: In this method several derivatives of sulfonamide underwent the reaction of different amines with p-chlorobenzene sulfonyl chloride in the presence of marine sponge/nano-CuO in CH3CN are synthesized. CONCLUSIONS: In conclusion, a new, natural and efficient marine catalyst, and a marine sponge/nano-CuO were developed to synthesize sulfonamide derivatives in CH3CN in 75–93% yields. This method was applied to a wide range of aromatic and aliphatic amines under mild conditions. DocS 2012-10-07 2012 /pmc/articles/PMC3941868/ /pubmed/24624171 Text en Copyright © 2012, School of Pharmacy, Ahvaz Jundishapur University of Medical Sciences http://creativecommons.org/licenses/by/3/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Shushizadeh, Mohamad Reza
Mostoufi, Azar
Fakhrian, Marjan
Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
title Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
title_full Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
title_fullStr Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
title_full_unstemmed Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
title_short Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
title_sort marine sponge/cuo nanocrystal: a natural and efficient catalyst for sulfonamides synthesis
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3941868/
https://www.ncbi.nlm.nih.gov/pubmed/24624171
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