Abstract:Aryl-N-(1H-tetrazol-5-yl)benzenesulfonamides were synthesized via an eco-friendly protocol using ZnBr 2-catalyzed [2 + 3] cycloaddition reaction of N-cyano-N-arylbenzenesulfonamides and sodium azide under reflux conditions in water. The products were obtained in excellent yields via an easy work-up procedure.
“…Finally, the intramolecular cyclization of ( A ) leads to the desired product. This method has merits including high yields, short reaction time, and lack of production of HN 3 toxic gas 85 . Scheme 3 Proposed mechanism for the synthesis of tetrazoles.…”
Section: Resultsmentioning
confidence: 99%
“…The product was then purified by recrystallization from ethanol. All products were identified by NMR and FT-IR spectroscopy 66 , 67 , 85 .…”
Section: Methodsmentioning
confidence: 99%
“…Tetrazole is an important synthetic compound with wide applications in various fields such as pharmacology, biochemistry, medicinal chemistry, photography, and imaging chemicals. In fact, various tetrazoles; especially 5-substituted 1 H -tetrazoles and aminotetrazoles have been applied to synthesize biologically active compounds in recent years 13 , 83 – 85 . The [2 + 3] cycloaddition reaction is a conventional method for the synthesis of tetrazoles.…”
Section: Introductionmentioning
confidence: 99%
“…Given the medicinal applications of tetrazoles, different synthetic methodologies have been widely developed for their synthesis. 13 , 66 , 67 , 85 .…”
Section: Introductionmentioning
confidence: 99%
“…Among tetrazoles, aminotetrazoles have received much attention because of their wide-ranging applications. However, the lack of convenient methods for the synthesis of these compounds or their derivatives such as N -sulfonyl- N -aryl tetrazoles strongly restricts their potential medical applications 66 , 67 , 85 . Thus, it is desirable to develop a convenient and efficient method for the synthesis of N -sulfonyl- N -aryl tetrazoles.…”
In this work, a cost-effective, environmentally friendly, and convenient method for synthesizing a novel heterogeneous catalyst via modification of polystyrene using tetrazole-copper magnetic complex [Ps@Tet-Cu(II)@Fe3O4] has been successfully developed. The synthesized complex was analyzed using TEM (transmission electron microscopy), HRTEM (high resolution-transmission electron microscopy), STEM (scanning transmission electron microscopy), FFT (Fast Fourier transform), XRD (X-ray diffraction), FT-IR (Fourier transform-infrared spectroscopy), TG/DTG (Thermogravimetry and differential thermogravimetry), ICP-OES (Inductively coupled plasma-optical emission spectrometry), Vibrating sample magnetometer (VSM), EDS (energy dispersive X-ray spectroscopy), and elemental mapping. N-Sulfonyl-N-aryl tetrazoles were synthesized in high yields from N-sulfonyl-N-aryl cyanamides and sodium azide using Ps@Tet-Cu(II)@Fe3O4 nanocatalyst. The Ps@Tet-Cu(II)@Fe3O4 complex can be recycled and reused easily multiple times using an external magnet without significant loss of catalytic activity.
“…Finally, the intramolecular cyclization of ( A ) leads to the desired product. This method has merits including high yields, short reaction time, and lack of production of HN 3 toxic gas 85 . Scheme 3 Proposed mechanism for the synthesis of tetrazoles.…”
Section: Resultsmentioning
confidence: 99%
“…The product was then purified by recrystallization from ethanol. All products were identified by NMR and FT-IR spectroscopy 66 , 67 , 85 .…”
Section: Methodsmentioning
confidence: 99%
“…Tetrazole is an important synthetic compound with wide applications in various fields such as pharmacology, biochemistry, medicinal chemistry, photography, and imaging chemicals. In fact, various tetrazoles; especially 5-substituted 1 H -tetrazoles and aminotetrazoles have been applied to synthesize biologically active compounds in recent years 13 , 83 – 85 . The [2 + 3] cycloaddition reaction is a conventional method for the synthesis of tetrazoles.…”
Section: Introductionmentioning
confidence: 99%
“…Given the medicinal applications of tetrazoles, different synthetic methodologies have been widely developed for their synthesis. 13 , 66 , 67 , 85 .…”
Section: Introductionmentioning
confidence: 99%
“…Among tetrazoles, aminotetrazoles have received much attention because of their wide-ranging applications. However, the lack of convenient methods for the synthesis of these compounds or their derivatives such as N -sulfonyl- N -aryl tetrazoles strongly restricts their potential medical applications 66 , 67 , 85 . Thus, it is desirable to develop a convenient and efficient method for the synthesis of N -sulfonyl- N -aryl tetrazoles.…”
In this work, a cost-effective, environmentally friendly, and convenient method for synthesizing a novel heterogeneous catalyst via modification of polystyrene using tetrazole-copper magnetic complex [Ps@Tet-Cu(II)@Fe3O4] has been successfully developed. The synthesized complex was analyzed using TEM (transmission electron microscopy), HRTEM (high resolution-transmission electron microscopy), STEM (scanning transmission electron microscopy), FFT (Fast Fourier transform), XRD (X-ray diffraction), FT-IR (Fourier transform-infrared spectroscopy), TG/DTG (Thermogravimetry and differential thermogravimetry), ICP-OES (Inductively coupled plasma-optical emission spectrometry), Vibrating sample magnetometer (VSM), EDS (energy dispersive X-ray spectroscopy), and elemental mapping. N-Sulfonyl-N-aryl tetrazoles were synthesized in high yields from N-sulfonyl-N-aryl cyanamides and sodium azide using Ps@Tet-Cu(II)@Fe3O4 nanocatalyst. The Ps@Tet-Cu(II)@Fe3O4 complex can be recycled and reused easily multiple times using an external magnet without significant loss of catalytic activity.
The synthesis of organosulfur compounds gained specific interest in the interference of organic chemistry and chemical biology. Copper chlorophyllin (CC) is a bio‐based copper complex that facilitates the synthesis of organosulfur compounds through the thioetherification reaction. The current paper deals with the immobilization of CC on the ZrO2 nanoparticles (CC@ZrO2) and its application in the one‐pot thioetherification of alkyl and aryl halides using thiourea, an alternative to the bad‐smelling thiols. After the characterization of CC@ZrO2 with different analytical techniques such as FT‐IR, TGA, XPS, N2 adsorption/desorption, XRD, ICP, and FESEM, the catalytic activity of the prepared CC@ZrO2 was evaluated in the synthesis of different types of thioether derivatives. Good to excellent yields, high reusability, and reproducibility made this cost‐effective approach a benchmark in C–S cross‐coupling reactions.
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