P2O5/SiO2 as an efficient and recyclable catalyst for N-Acylation of sulfonamides under heterogeneous and solvent-free conditions

Massah, Ahmad Reza; Dabagh, Mina; Shahidi, Sherita; Naghash, Hamid Javaherian; Momeni, Ahmad Reza; Aliyan, Hamid

doi:10.1007/bf03245851

Cited by 22 publications

(7 citation statements)

References 18 publications

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“…On the other hand, solid supported reagents are unique catalysts that have become popular recently [38][39][40][41]. The high catalytic activity, low toxicity, moisture and air tolerance, recyclability, and particularly their low price make the use of solid supported reagents an attractive alternative to conventional acids.…”

Section: Introductionmentioning

confidence: 99%

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

2011

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ZSM-5 has been modified as supported sulfuric acid (ZSM-5-SO 3 H) and introduced for the first time as a mild, convenient, reusable, and heterogeneous catalyst. Various types of aldehydes were efficiently converted to their 1,1-diacetates using a catalytic amount of ZSM-5-SO 3 H in excellent yields under solvent-free and heterogeneous conditions at room temperature. The deprotection of 1,1-diacetates has also been achieved using this novel catalyst in ethanol. The procedure is operationally simple, environmentally benign, and only a stoichiometric amount of anhydride is used.

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Section: Introductionmentioning

confidence: 99%

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

2011

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“…In continuation of our previous research in organic synthesis, herein we reported the molecular docking, synthesis, and antibacterial activities of some novel sulfonamide‐amide derivatives under mild conditions (Scheme ). To the best of our knowledge, this is the first report on the synthesis of these compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, molecular docking studies, and absorption, distribution, metabolism, and excretion prediction of novel sulfonamide derivatives as antibacterial agents

Mohebali

Nazifi

et al. 2019

J Chinese Chemical Soc

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A series of novel sulfonamide-amide derivatives were synthesized from 3-(2,4 dichlorophenylamino)-3-oxopropane-1-sulfonylchloride and a variety of amines under solvent-free conditions at room temperature. 3-(2,4-dichlorophenylamino)-3-oxopropane-1 sulfonylchloride was synthesized in four steps starting from 2,4-dichloroaniline and chloropropanoic acid in good yield and purity. The synthesized compounds were screened for their in vitro antibacterial activity against Escherichia coli (ATCC 25922) and Staphylococcus aureus (ATCC 29213). Molecular docking of sulfonamide derivatives into S. aureus tyrosyl-tRNA synthetase (TyrRS)-active site was also performed and among these, 5m and 5g tightly fit the active sites that might be inhibitors of TyrRS for further investigations. Also in the silico metabolism profile, drug-like properties and absorption, distribution, metabolism, excretion and toxicity (ADMET) of the title compounds were calculated by the preADMET server. K E Y W O R D S

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“…In continuation of our research on the acylation reactions [20][21][22][23], we wish to report here the synthesis of a series of new acylating reagents, which are useful for the chemoselective acylation of amino groups of compounds that possess both amino and other groups in water.…”

Section: Introductionmentioning

confidence: 99%

N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: highly selective and efficient reagents for acylation of amines in water

Ebrahimi

Saiadi

Dakhilpour

et al. 2015

Zeitschrift Für Naturforschung B

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A variety of N-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a-e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.

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P2O5/SiO2 as an efficient and recyclable catalyst for N-Acylation of sulfonamides under heterogeneous and solvent-free conditions

Cited by 22 publications

References 18 publications

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

Synthesis, molecular docking studies, and absorption, distribution, metabolism, and excretion prediction of novel sulfonamide derivatives as antibacterial agents

N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: highly selective and efficient reagents for acylation of amines in water

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