Green protocol for synthesis of the 3,5-disubstituted 1,2,4-thiadiazoles using N-benzyl-DABCO-tribromide in aqueous media

Boeini, Hassan Zali

doi:10.1007/bf03246534

Cited by 13 publications

(2 citation statements)

References 19 publications

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“…In this green method, intramolecular oxidative coupling and efficient cyclization constructed the aryl-substituted 1,2,4-thiadiazoles. This short-term, ambient temperature and high yield are the key features of this environmentally benign approach compared with the conventional synthetic approach of 1,2,4-thiadiazoles [260].…”

Section: Solid-solid Oxidative Couplingmentioning

confidence: 99%

Green Chemistry in Organic Synthesis: Recent Update on Green Catalytic Approaches in Synthesis of 1,2,4-Thiadiazoles

et al. 2022

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Green (sustainable) chemistry provides a framework for chemists, pharmacists, medicinal chemists and chemical engineers to design processes, protocols and synthetic methodologies to make their contribution to the broad spectrum of global sustainability. Green synthetic conditions, especially catalysis, are the pillar of green chemistry. Green chemistry principles help synthetic chemists overcome the problems of conventional synthesis, such as slow reaction rates, unhealthy solvents and catalysts and the long duration of reaction completion time, and envision solutions by developing environmentally benign catalysts, green solvents, use of microwave and ultrasonic radiations, solvent-free, grinding and chemo-mechanical approaches. 1,2,4-thiadiazole is a privileged structural motif that belongs to the class of nitrogen–sulfur-containing heterocycles with diverse medicinal and pharmaceutical applications. This comprehensive review systemizes types of green solvents, green catalysts, ideal green organic synthesis characteristics and the green synthetic approaches, such as microwave irradiation, ultrasound, ionic liquids, solvent-free, metal-free conditions, green solvents and heterogeneous catalysis to construct different 1,2,4-thiadiazoles scaffolds.

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Section: Solid-solid Oxidative Couplingmentioning

confidence: 99%

Green Chemistry in Organic Synthesis: Recent Update on Green Catalytic Approaches in Synthesis of 1,2,4-Thiadiazoles

et al. 2022

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“…Various metal and metal-free oxidizing reagents, such as ceric ammonium nitrate, 7 2-iodoxybenzoic acid, 8 nitrous acid, 9 copper-catalyzed, 10 N -bromosuccinimide, 11 oxone, 12 tert -butyl nitrite, 13 TCT-DMSO, 14 polymer-supported diarylselenoxide, 15 chloranil, 16 copper-oxide, 17 TCCA, 18 p-toluenesulfinic acid, 19 tetra( n -butyl)ammonium peroxydisulfate, 20 organotellurium, 21 phenyliodine( iii ) diacetate, 22 NH 4 I, 23 N -benzyl-DABCO tribromide/DMSO, 24 eosin Y/light, 25 H5IO6, 26 O 2 /I 2 /H 2 SO 4, 27 H 6 PV 3 Mo 9 O 40, 28 and IBA/Tf 2 O 29 have been used for dimerization of thioamides. Other substrates, such as aryl nitriles, aryl amidines have also been reported for the synthesis of thiadiazoles.…”

mentioning

confidence: 99%

A chromatography-free one-pot, two-step synthesis of 1,2,4-thiadiazoles from primary amides via thiolation and oxidative dimerization under solvent-free conditions: a greener approach

Rajput,

Singh,

Singh

et al. 2024

RSC Adv.

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Building 1,2,4‐Thiadiazole: Ten Years of Progress

2017

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Thiadiazoles are among the privileged pharmacological building blocks due to their unique chemical properties for diverse biological and clinical applications. 1,2,4‐Thiadiazole derivatives have recently attained a therapeutic and economic importance that they did not possess a few years ago, thus leading to growing interest in this class of heterocycles. Moreover, the importance of such molecules is not restricted to medicinal chemistry; they also perform well as N,S ligands in coordination chemistry or as important intermediates for fine‐chemicals synthesis. In this context, this review systematizes the main advances in the synthesis of 1,2,4‐thiadiazole‐based compounds in the last ten years and discloses some relevant applications of these compounds during that period.

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Green protocol for synthesis of the 3,5-disubstituted 1,2,4-thiadiazoles using N-benzyl-DABCO-tribromide in aqueous media

Cited by 13 publications

References 19 publications

Green Chemistry in Organic Synthesis: Recent Update on Green Catalytic Approaches in Synthesis of 1,2,4-Thiadiazoles

Green Chemistry in Organic Synthesis: Recent Update on Green Catalytic Approaches in Synthesis of 1,2,4-Thiadiazoles

A chromatography-free one-pot, two-step synthesis of 1,2,4-thiadiazoles from primary amides via thiolation and oxidative dimerization under solvent-free conditions: a greener approach

Building 1,2,4‐Thiadiazole: Ten Years of Progress

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