Mustafa M. Kadhim , Evan Abdulkareem Mahmood , Mohammad Reza Poor Heravi , Somayeh Soleimani-Amiri , Abdol Ghaffar Ebadi , Esmail Vessally
{"title":"The synthesis of biologically active 1-sulfonyl-1, 2, 3-triazoles from sulfonyl azides and alkynes: a focus review","authors":"Mustafa M. Kadhim , Evan Abdulkareem Mahmood , Mohammad Reza Poor Heravi , Somayeh Soleimani-Amiri , Abdol Ghaffar Ebadi , Esmail Vessally","doi":"10.1080/17415993.2022.2149266","DOIUrl":"10.1080/17415993.2022.2149266","url":null,"abstract":"<div><p>In this review, we spotlight the methods for the direct synthesis of synthetically and biologically important 1-sulfonyl-1, 2, 3-triazoles <em>via</em> [3+2] cycloaddition between easily available terminal alkynes and sulfonyl azides. The review is divided into two major sections. The first section focuses exclusively on the synthesis of 1-(<em>N</em>-sulfonyl)-4-substituted 1,2,3-triazoles, while the second section will discuss preparation of 1-(<em>N</em>-sulfonyl)-5-substituted 1,2,3-triazole derivatives.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43612376","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis, spectroscopic characterization, biological activity, and conducting properties of functionalized Ni(II) dithiocarbamate complexes with solvent extraction studies of the ligands","authors":"Vinay Kumar Maurya , Lal Bahadur Prasad , Anupam Singh , Kunal Shiv , Akhilesh Prasad","doi":"10.1080/17415993.2022.2157680","DOIUrl":"10.1080/17415993.2022.2157680","url":null,"abstract":"<div><p>A series of new nickel(II) dithiocarbamate complexes of general formula [M L<sub>2</sub>], (<em>where L=</em>benzyl(4-fluorobenzyl)carbamodithioate (L1), benzyl(4-cyanobenzyl)carbamodithioate (L2), ethyl(4-methylbenzyl)carbamodithioate (L3), (4-methoxybenzyl) (naphthalen-1-ylmethyl)carbamodithioate (L4) and ethyl(4-methoxybenzyl)carbamodithioate (L5)) have been synthesized, and characterized <em>via</em> elemental analysis, FT-IR, electronic spectra, <sup>1</sup>H NMR, <sup>13</sup>C NMR, Mass spectrometry and Thermogravimetric analysis (TGA). The continuous variation method (Job's method) was used to determine the stoichiometry of the complexes. TGA was used to analyze the thermal decomposition behavior of metal complexes in nitrogen atmosphere. As a result of the thermal decomposition process, all of the complexes produced NiS as the final product. X-ray Diffraction (XRD), Energy dispersive X-ray analysis (EDAX), and Transmission electron microscopy (TEM) studies confirm the formation of NiS nanomaterial. Crystalline size of NiS was obtained between 19.97 to 21.35nm range by applying the Scherrer equation using XRD. Solid-state electrical conductivities reveal that all the complexes behave as a semiconductor at room temperature. All the synthesized dithiocarbamate ligands and complexes were screened against five human bacterial pathogens (<em>Escherichia coli</em>, <em>Staphylococcus aureus</em>, <em>Salmonella typhi</em>, <em>Aeromonas hydrophila</em>, and <em>Shigella boydii</em>) by disc diffusion method. Solvent extraction studies show that the ligand has strong extractability towards metal ions in a basic medium (pH=10).</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48565938","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
V. Kiss, Á. Kecskeméti, Bence Marcell Hülvely, Péter Tarczali Sarudi, Luca Judit Csépes-Ruzicska, Fruzsina Mercs, Ágnes Tóth, I. Fábián, Katalin Ősz
{"title":"Reductive dehalogenation and formation of sulfonated quinones in the aqueous reactions between various chloro-1,4-benzoquinones and sulfur(IV)","authors":"V. Kiss, Á. Kecskeméti, Bence Marcell Hülvely, Péter Tarczali Sarudi, Luca Judit Csépes-Ruzicska, Fruzsina Mercs, Ágnes Tóth, I. Fábián, Katalin Ősz","doi":"10.1080/17415993.2023.2214267","DOIUrl":"https://doi.org/10.1080/17415993.2023.2214267","url":null,"abstract":"In this paper, the kinetic study of the reaction between substituted 1,4-benzoquinones (RBQs) and Na2SO3 (S(IV)) is presented in aqueous solutions at different pH values and reagent concentrations. The stoichiometry of the reaction is 1:2 RBQs:S(IV) and one equivalent of chloride ion was also detected as a product when using mono- (2-CBQ) or dichloro-benzoquinones (2,5-DCBQ; 2,6-DCBQ) as reactants. This shows that reductive dehalogenation occurs instead of simple reduction to the corresponding substituted 1,4-hydroquinones (RBQHs) and quinone bisulfites are formed, analogously to the addition of bisulfite ion to carbonyl compounds. Various sulfonated quinones have been identified as products by electrospray mass spectrometry. Kinetic traces at different wavelengths were obtained by the stopped-flow technique with spectrophotometric detection, a kinetic fitting program (ZiTa) was used to fit a multi-step model to the data. A detailed mathematical evaluation of the reaction scheme was carried out under non-pseudo-first order conditions showing that our model can be fitted with a double exponential function even when none of the reagents are in large excess. GRAPHICAL ABSTRACT","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-05-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49657067","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
E. Vessally, Mehdi Hosseinali, M. R. Poor Heravi, B. Mohammadi
{"title":"DFT study of the adsorption of simple organic sulfur gases on g-C3N4; periodic and non-periodic approaches","authors":"E. Vessally, Mehdi Hosseinali, M. R. Poor Heravi, B. Mohammadi","doi":"10.1080/17415993.2023.2209687","DOIUrl":"https://doi.org/10.1080/17415993.2023.2209687","url":null,"abstract":"In the present work, the adsorption of some simple organic sulfur gases (CS2, OCS, and CH3SH) on the g-C3N4 was studied using periodic and non-periodic density functional theory (DFT). PBE-D3/DNP and B3LYP-D3/6-31G(d) levels of theory were employed for periodic and non-periodic calculations, respectively. The calculated CS2, OCS, and CH3SH adsorption energies were obtained to be −4.35, −5.82, and −8.58 Kcal/mol. The interactions of simple organic sulfur gases with g-C3N4 were characterized by NBO second-order perturbation theory and quantum theory of atom in molecule (QTAIM). The bandgap energies and work function of g-C3N4 and its complexes with simple organic sulfur gases were extracted from their band structures. The CS2 and OCS adsorptions didn’t significantly alter the bandgap and work function of g-C3N4. Therefore, g-C3N4 is not a proper sensor for detecting CS2 and OCS. The bandgap and work function of g-C3N4 were averagely changed by 18% and 2.7%, respectively, after CH3SH adsorption. Accordingly, g-C3N4 may use as a suitable sensor for detecting CH3SH based on electronic conductivity and work function. GRAPHICAL ABSTRACT","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-05-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41464892","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
F. Moghaddam, Bagher Aghamiri, Aida Yazdani Motlagh, Atefeh Jarahiyan
{"title":"Nanomagnetic NH2·MIL-101(Fe)/ED as a new highly efficient catalyst for the synthesis of thiopyran and oxospiro-indolinethiopyran derivatives","authors":"F. Moghaddam, Bagher Aghamiri, Aida Yazdani Motlagh, Atefeh Jarahiyan","doi":"10.1080/17415993.2023.2207706","DOIUrl":"https://doi.org/10.1080/17415993.2023.2207706","url":null,"abstract":"ABSTRACT In this publication, we reported an efficient MOF-based catalytic system for the synthesis of thiopyran and oxospiro-indolinethiopyran derivatives. For the first time, magnetic NH2.MIL-101(Fe)/ED was synthesized through anchoring FeCl3 on CoFe2O4 magnetic nanoparticles surface and then 2-aminoterphthalic acid was used to form MOF structure. In the final step, metal centers were modified with ethylenediamine (ED). Different techniques such as Fourier transmission infrared spectroscopy, X-ray diffraction, Field emission scanning electron microscopy, Transmission electron microscopy, Brunauer–Emmett–Teller analysis, and Thermogravimetric analysis were used to characterize the catalyst structure. Also using X-ray crystallography, the structure of the final product was determined. Nanomagnetic NH2.MIL-101(Fe)/ED gave us a satisfactory answer, affording the corresponding products with high to excellent yields (up to 93% yield). It seems that among the other available procedures, this catalytic system provided higher final product yields which result from the superior activity of this synthesized catalyst. Highlights Designing an efficient basic metal-organic framework catalyst. Novel MOF-based catalytic system for scalable and high-yielding synthesis of thiopyran and oxospiro-indolinethiopyran derivatives. Easy access to important classes of building blocks. Simple work-up procedure, clean reaction profiles and excellent product yields. GRAPHICAL ABSTRACT","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-05-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47898511","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Microwave-assisted safe and efficient synthesis of α-ketothioesters from acetylenic sulfones and DMSO","authors":"Jiayi Wang , Duo Fu , Jiaxi Xu","doi":"10.1080/17415993.2022.2137414","DOIUrl":"10.1080/17415993.2022.2137414","url":null,"abstract":"<div><p>α-Ketothioesters are safely and efficiently synthesized from arylacetylenic sulfones and dimethyl sulfoxide (DMSO) in the presence of equivalent of water and catalytic amount of 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) under microwave irradiation. Arylacetylenic sulfones and dimethyl sulfoxide first form arenecarbonyl sulfonyl dimethylsulfonium methylides via nucleophilic addition, ring closure, and 4e ring opening. The methylides undergo a radical process to generate α-methylthio-α-sulfonylacetophenones, which further convert to α-ketothioesters through the Pummerer oxidation. Compared to the previous methods, the current method is safer and more efficient.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42167302","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Konstantin F. Suzdalev , Julia V. Gazizova , Valery V. Tkachev , Mikhail E. Kletskii , Anton V. Lisovin , Oleg N. Burov , Dmitriy V. Steglenko , Sergey V. Kurbatov , Gennadii V. Shilov
{"title":"Domino reactions of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: Quantum chemical investigation and experiment","authors":"Konstantin F. Suzdalev , Julia V. Gazizova , Valery V. Tkachev , Mikhail E. Kletskii , Anton V. Lisovin , Oleg N. Burov , Dmitriy V. Steglenko , Sergey V. Kurbatov , Gennadii V. Shilov","doi":"10.1080/17415993.2022.2139147","DOIUrl":"10.1080/17415993.2022.2139147","url":null,"abstract":"<div><p>Reaction of thiopyrano[4,3-<em>b</em>]indole-3(5<em>H</em>)-thiones and dimethyl acetylenedicarboxylate (DMAD) proceeds <em>via</em> two competing cascade pathways. Initially, both the pathways begin from thiocarbonyl sulfur and acetylene carbon atoms interaction. Then two parallel processes take place: an alkyne–thiocarbonyl metathesis and a (3 + 2) cycloaddition. In the next stages, in both cases, thiophene ring formation and thiopyran ring opening proceed. Finally, (4 + 2) cycloaddition reactions of intermediate thioketones and a second equivalent of DMAD leads to the resulting thiopyrano[4,3-<em>b</em>]indole derivatives bearing thienyl substituent. The kinetic and thermodynamic characteristics of both pathways were compared on the basis of DFT and <em>ab initio</em> 6-311++G(d,p) quantum chemical calculations.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45576223","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Muhammad Yaseen , Sidra Subhan , Kifayatullah Khan , Muhammad Usman Farooq , Waqas Ahmad , Humaira Seema , Rafia Naz , Fazle Subhan
{"title":"Deep desulfurization of real fuel oils over tin-impregnated graphene oxide-hydrogen peroxide and formic acid catalyst-oxidant system","authors":"Muhammad Yaseen , Sidra Subhan , Kifayatullah Khan , Muhammad Usman Farooq , Waqas Ahmad , Humaira Seema , Rafia Naz , Fazle Subhan","doi":"10.1080/17415993.2022.2131429","DOIUrl":"10.1080/17415993.2022.2131429","url":null,"abstract":"<div><p>Herein, Tin-impregnated graphene oxide (Sn/GO) composite was designed and tested for the catalytic removal of sulfides from the simulated and real commercial oils in the hydrogen peroxide and formic acid (HCOOH/H<sub>2</sub>O<sub>2</sub>) oxidation system. The prepared GO and Sn/GO were characterized in terms of surface morphology and other catalytic properties, which confirmed that the Sn/GO catalyst has a large surface area and more surface functional groups than GO. The desulfurization activity of the Sn/GO-HCOOH/H<sub>2</sub>O<sub>2</sub> system was analyzed for the model dibenzothiophene (DBT) and real commercial oil at different substrate concentrations, time, temperature, pH, and oxidant and catalyst doses. The results showed that the Sn/GO-HCOOH/H<sub>2</sub>O<sub>2</sub> system removed 97% DBT from the model oil and accumulative sulfur of 90%, 69%, and 61%, respectively, from gasoline, diesel, and kerosene oil employing 0.03 g/10 mL catalyst, 2 mL of H<sub>2</sub>O<sub>2</sub>/HCOOH in 50 min at 50°C, and pH 3. Sn/GO could be recycled up to five consecutive runs retaining more than 57% efficiency. Due to its environmental greenness, ease of preparation, and cost-effectiveness, this unique catalyst-oxidant system can be envisioned for the oxidation of sulfides from real oils.</p><p><strong>Research Highlights</strong></p><ul><li><span><p>Pristine and Sn-loaded GO composite were synthesized and characterized.</p></span></li><li><span><p>The Sn/GO-HCOOH/H<sub>2</sub>O<sub>2</sub> system oxidized 97 and 90 % DBT from the model and real oil.</p></span></li><li><span><p>O<sup>2−</sup> radicals generated due to synergism between Sn/GO and HCOOH/H<sub>2</sub>O<sub>2</sub> species.</p></span></li><li><span><p>The Sn/GO-HCOOH/H<sub>2</sub>O<sub>2</sub> system remained active for five successive reuses.</p></span></li></ul></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46092318","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Indrajit Patra , Mustafa M. Kadhim , Hamzah H. Kzar , Yasser Fakri Mustafa , Huda Ahmed Jameel
{"title":"Fe3O4@SiO2-(Imine-Thiazole)-Cu(OAc)2 nanocomposite catalyzed one-pot three-component synthesis of 2-Substituted benzothiazoles using S8 as sulfur source","authors":"Indrajit Patra , Mustafa M. Kadhim , Hamzah H. Kzar , Yasser Fakri Mustafa , Huda Ahmed Jameel","doi":"10.1080/17415993.2022.2137413","DOIUrl":"10.1080/17415993.2022.2137413","url":null,"abstract":"<div><p>Cu (OAc)<sub>2</sub> was immobilized on the surface of magnetic nanoparticles modified by Imine-Thiazole acting as a ligand. This immobilization is done to fabricate a new and green magnetically recoverable copper catalyst [Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>-(Imine-Thiazole)-Cu (OAc)<sub>2</sub>]. Techniques such as ICP-OES, TEM, FT-IR, EDX, SEM, TGA, VSM, and XRD were used to characterize the structure of Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>-(Imine-Thiazole)-Cu (OAc)<sub>2</sub> nanocomposite. To Synthesize 2-substituted benzothiazoles, the nanocomposite of Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>-(Imine-Thiazole)-Cu (OAc)<sub>2</sub> was used as a catalyst via a one-pot three-component reaction of 2-iodoanilines, benzyl chlorides and S<sub>8</sub>. Recycling experiments revealed that a simple magnetic separation could be used to recover the copper nanocatalyst, and this nanocatalyst can be recycled eight times without any deterioration in catalytic activity.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41550073","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Siddhanath D. Bhosle , Krishna A. Jadhav , Shivanand V. Itage , Sateesh Bandaru , Rajesh S. Bhosale , Jhillu Singh Yadav
{"title":"Zn catalyzed a simple and convenient method for thiourea synthesis","authors":"Siddhanath D. Bhosle , Krishna A. Jadhav , Shivanand V. Itage , Sateesh Bandaru , Rajesh S. Bhosale , Jhillu Singh Yadav","doi":"10.1080/17415993.2022.2126319","DOIUrl":"10.1080/17415993.2022.2126319","url":null,"abstract":"<div><p>A straightforward and convenient synthesis of symmetrical and unsymmetrical thiourea derivatives by the reaction of primary amines and carbon disulfide in the presence of a Zn catalyst is presented. Under modest reaction conditions, a range of biologically relevant thiourea derivatives can be produced in good to outstanding yields without a lengthy work-up. A variety of primary aliphatic and aromatic amines with various substituted functional groups were transformed into thiourea derivatives. Zn-mediated symmetric thiourea creation occurs at room temperature for aliphatic amines, whereas for aromatic amines it occurs at 60°C. However, unsymmetrical thiourea for aliphatic amines occurs at 0°C. Benefits of this method include environment-friendly reaction conditions, sustainability, and enumerating tolerance of functional groups such as hydroxyl and halides. Experimental observations were rationalized by DFT calculations based on transition structures and zwitterionic intermediate stabilities.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49055275","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}