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Journal articles on the topic 'Thiosulfonates'

Author: Grafiati

Published: 4 June 2021

Last updated: 28 May 2022

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1

Lubenets, V. I., V. V. Havryliak, A. Z. Pylypets, and A. V. Nakonechna. "Changes in the spectrum of proteins and phospholipids in tissues of rats exposed to thiosulfonates." Regulatory Mechanisms in Biosystems 9, no. 4 (2018): 495–500. http://dx.doi.org/10.15421/021874.

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Esters of thiosulfoacids demonstrate a wide range of biological activity. One of their effects is the influence on the metabolism of proteins and lipids in the body. Therefore, the purpose of our experiment was to study the impact of synthesized thiosulfonates on the total content of proteins and phospholipids, as well as their spectrum in the blood, liver, and kidney of rats. For the experiment, allyl, ethyl, and methyl esters of thiosulfoacid were used. The protein profile of rat tissues was investigated by electrophoresis, and the ratio of different fractions of phospholipids by thin-layer

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2

Baerlocher, Felix Jakob, Mark Otto Baerlocher, Crystal Lee Chaulk, Richard Francis Langler, and Stephanie Lee MacQuarrie. "Antifungal Thiosulfonates: Potency with Some Selectivity." Australian Journal of Chemistry 53, no. 5 (2000): 399. http://dx.doi.org/10.1071/ch00030.

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A series of thiosulfonates have been prepared and tested against Aspergillus niger and Aspergillus flavus. In general, the thiosulfonates are moderate antifungal agents—more potent than corresponding inactive disulfides and less potent than corresponding very active fungitoxic disulfides. Apair of thiosulfonates show high selectivity, each killing only one kind of fungus.

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3

Vara Prasad, J. V. N. "Synthesis of Heterocyclic Thiosulfonates." Organic Letters 2, no. 8 (2000): 1069–72. http://dx.doi.org/10.1021/ol0056170.

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4

Ding, Chengrong, Guofu Zhang, Qiankun Fan, Yiyong Zhao, and Huimin Wang. "Dual Roles of Rongalite: Reductive Coupling Reaction to Construct Thiosulfonates Using Sulfonyl Hydrazides." Synlett 32, no. 01 (2020): 81–85. http://dx.doi.org/10.1055/s-0040-1707310.

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AbstractA tunable and practical transformation of structurally diverse sulfonyl hydrazides into thiosulfonates in the presence of Rongalite (NaHSO2·CH2O) was developed. Transition-metal-free conditions, operational simplicity, and readily available reagents are the striking features of this protocol. It is the first example for the synthesis of thiosulfonates using sulfonyl hydrazides with the assistance of reductant. Additionally, the mechanistic studies revealed that this transformation probably undergoes via a reducing–coupling pathway.

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5

Reddy, Raju Jannapu, Angothu Shankar, and Md Waheed. "Simple and Efficient Synthesis of Allyl Sulfones through Cs2CO3-Mediated Radical Sulfonylation of Morita–Baylis–Hillman Adducts with Thiosulfonates." SynOpen 05, no. 01 (2021): 91–99. http://dx.doi.org/10.1055/a-1422-9411.

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AbstractA highly efficient and eco-friendly method has been developed for the synthesis of allyl sulfones using Morita–Baylis–Hillman (MBH) adducts and thiosulfonates under mild conditions. The Cs2CO3-promoted radical sulfonylation provided a series of allyl sulfones in good to high yields with high stereoselectivities. A wide variety of MBH bromides/acetates as well as thiosulfonates were tolerated and reliable in scaled-up synthesis. A plausible mechanism is proposed to rationalize the radical sulfonylation.

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6

Li, Chunbao, Feng Gao, Huiyuan Zhai, Meina Jin, Guobiao Chu, and Hongquan Duan. "A New Synthesis of Cytotoxic Thiosulfonates and the First Synthesis of Deuterated Thiosulfonates." Synthesis 2011, no. 22 (2011): 3635–38. http://dx.doi.org/10.1055/s-0031-1260252.

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7

Wei, Wen-Ting, Zhiyong Guo, Guodong Zhou, Xu-Dong Xu, and Gan-Ping Chen. "Transition-Metal-Free Synthesis of Thiosulfonates through Radical Coupling Reaction." Synlett 29, no. 15 (2018): 2076–80. http://dx.doi.org/10.1055/s-0037-1610649.

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An efficient and practical transition-metal-free radical coupling reaction of sulfonyl hydrazides mediated by NIS/K2S2O8 has been developed to afford a variety of biological activity thiosulfonates in moderate to excellent yields. Compared to a known approach for the synthesis of thiosulfonates from sulfonyl hydrazides, this strategy features high yields, mild reaction conditions, and broad substrate scope. The mechanistic studies revealed that the procedure undergoes via a radical cross-coupling process for the construction of S–S bonds.

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8

Lezina, Olga M., Svetlana N. Subbotina, Larisa L. Frolova, Svetlana A. Rubtsova та Denis V. Sudarikov. "Synthesis and Oxidative Transformations of New Chiral Pinane-Type γ-Ketothiols: Stereochemical Features of Reactions". Molecules 26, № 17 (2021): 5245. http://dx.doi.org/10.3390/molecules26175245.

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Chiral γ-ketothiols, thioacetates, thiobenzoate, disulfides, sulfones, thiosulfonates, and sulfonic acids were obtained from β-pinene for the first time. New compounds open up prospects for the synthesis of other polyfunctional compounds combining a biologically active pinane fragment with various pharmacophore groups. It was shown that the syntheses of sulfanyl and sulfonyl derivatives based on 2-norpinanone are characterized by high stereoselectivity in comparison with similar reactions of pinocarvone. The conditions for the preparation of diastereomerically pure thioacetyl and thiobenzoyl d

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9

Guo, Xuqiang, Xuejun Sun, Yulei Zhao, and Mengmeng Jiang. "Switchable Synthesis of Sulfoxides, Sulfones and Thiosulfonates through Selectfluor-Promoted Oxidation with H2O as O-Source." Synthesis 54, no. 08 (2021): 1996–2004. http://dx.doi.org/10.1055/a-1701-6700.

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AbstractA practical and efficient protocol for the switchable synthesis of sulfoxides, sulfones, and thiosulfonates via Selectfluor-mediated oxidation of sulfides and thiols, respectively, at ambient temperature has been developed. All these organosulfur compounds can be prepared with nearly quantitative yields by applying eco-friendly H2O as O-source. The formation of sulfoxides and thiosulfonates takes only a few minutes (3–20 min). As suggested by the control experiments, the oxidation procedure might proceed through the fluorination of sulfide, nucleophilic addition with H2O, and eliminati

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10

Nair, Akshay M., Shreemoyee Kumar, Indranil Halder, and Chandra M. R. Volla. "Visible-light mediated sulfonylation of thiols via insertion of sulfur dioxide." Organic & Biomolecular Chemistry 17, no. 24 (2019): 5897–901. http://dx.doi.org/10.1039/c9ob01040h.

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11

Luo, Jinyun, Muze Lin, Leifang Wu, Zhihua Cai, Lin He, and Guangfen Du. "The organocatalytic synthesis of perfluorophenylsulfides via the thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates." Organic & Biomolecular Chemistry 19, no. 42 (2021): 9237–41. http://dx.doi.org/10.1039/d1ob01350e.

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12

Ji, Yuan-Zhao, Chi Zhang, Jun-Hu Wang, Hui-Jing Li, and Yan-Chao Wu. "Direct conversion of sulfinamides to thiosulfonates without the use of additional redox agents under metal-free conditions." Organic & Biomolecular Chemistry 19, no. 42 (2021): 9291–98. http://dx.doi.org/10.1039/d1ob01714d.

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13

Liu, Yong, Shuya Xing, Jing Zhang, et al. "Construction of diverse C–S/C–Se bonds via nickel catalyzed reductive coupling employing thiosulfonates and a selenosulfonate under mild conditions." Organic Chemistry Frontiers 9, no. 5 (2022): 1375–82. http://dx.doi.org/10.1039/d1qo01873f.

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14

Mo, Zu-Yu, Toreshettahally R. Swaroop, Wei Tong, et al. "Electrochemical sulfonylation of thiols with sulfonyl hydrazides: a metal- and oxidant-free protocol for the synthesis of thiosulfonates." Green Chemistry 20, no. 19 (2018): 4428–32. http://dx.doi.org/10.1039/c8gc02143k.

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15

Wang, Fei, and Shun-Yi Wang. "Visible-light-promoted cross-coupling reaction of hypervalent bis-catecholato silicon compounds with selenosulfonates or thiosulfonates." Organic Chemistry Frontiers 8, no. 9 (2021): 1976–82. http://dx.doi.org/10.1039/d1qo00085c.

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16

Yoshida, Suguru, Yasuyuki Sugimura, Yuki Hazama, et al. "A mild and facile synthesis of aryl and alkenyl sulfides via copper-catalyzed deborylthiolation of organoborons with thiosulfonates." Chemical Communications 51, no. 93 (2015): 16613–16. http://dx.doi.org/10.1039/c5cc07463k.

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17

Reddy, Raju Jannapu, Md Waheed, and Jangam Jagadesh Kumar. "A straightforward and convenient synthesis of functionalized allyl thiosulfonates and allyl disulfanes." RSC Advances 8, no. 70 (2018): 40446–53. http://dx.doi.org/10.1039/c8ra06938g.

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18

Chen, Ying, Fei Wang, Bo-Xi Liu, Wei-Dong Rao, and Shun-Yi Wang. "A Ni(ii)-catalyzed reductive cross-coupling reaction of oxalates and thiosulfonates/selenosulfonates." Organic Chemistry Frontiers 9, no. 3 (2022): 731–36. http://dx.doi.org/10.1039/d1qo01614h.

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19

Prasad, J. V. N. Vara. "ChemInform Abstract: Synthesis of Heterocyclic Thiosulfonates." ChemInform 31, no. 30 (2010): no. http://dx.doi.org/10.1002/chin.200030081.

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20

PARASHCHIN, ZH D., V. I. LUBENETS, and V. P. NOVIKOV. "ChemInform Abstract: Thiosulfonates - Derivatives of Benzimidazole." ChemInform 29, no. 32 (2010): no. http://dx.doi.org/10.1002/chin.199832164.

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21

Levin, Ya A., O. K. Pozdeev, N. A. Shvink, S. V. Andreev, and M. S. Skorobogatova. "Antiviral activity of thiosulfates and thiosulfonates." Pharmaceutical Chemistry Journal 25, no. 11 (1991): 792–94. http://dx.doi.org/10.1007/bf00767260.

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22

Zefirov, Nikolai S., Nikolai V. Zyk, Elena K. Beloglazkina, and Andrei G. Kutateladze. "Thiosulfonates: Synthesis, Reactions and Practical Applications." Sulfur reports 14, no. 1 (1993): 223–40. http://dx.doi.org/10.1080/01961779308055018.

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23

Kanemoto, Kazuya, Yasuyuki Sugimura, Shigeomi Shimizu, Suguru Yoshida, and Takamitsu Hosoya. "Rhodium-catalyzed odorless synthesis of diaryl sulfides from borylarenes and S-aryl thiosulfonates." Chemical Communications 53, no. 77 (2017): 10640–43. http://dx.doi.org/10.1039/c7cc05868c.

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Various diaryl sulfides, including heteroaryl- and nitrogen-containing sulfides, have been efficiently prepared by rhodium-catalyzed odorless deborylative arylthiolation of organoborons with S-aryl thiosulfonates.

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24

Gong, Xinxing, Xiaofang Li, Wenlin Xie, Jie Wu, and Shengqing Ye. "An unexpected reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and thiourea under photoinduced conditions." Organic Chemistry Frontiers 6, no. 11 (2019): 1863–67. http://dx.doi.org/10.1039/c9qo00410f.

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A photoinduced synthesis of S-aryl thiosulfonates through a three-component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and thiourea is achieved. In this transformation, a radical coupling pathway is proposed.

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25

Reddy, Raju Jannapu, and Arram Haritha Kumari. "Synthesis and applications of sodium sulfinates (RSO2Na): a powerful building block for the synthesis of organosulfur compounds." RSC Advances 11, no. 16 (2021): 9130–221. http://dx.doi.org/10.1039/d0ra09759d.

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This review provides a unique and comprehensive overview of sodium sulfinates for synthesizing many valuable sulfur-containing compounds, such as thiosulfonates, sulfonamides, sulfides, sulfones, allyl sulfones, vinyl sulfones and β-keto sulfones.

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26

Rao, Changqing, Shaoyu Mai, and Qiuling Song. "Rh(ii)/phosphine-cocatalyzed synthesis of dithioketal derivatives from diazo compounds through simultaneous construction of two different C–S bonds." Chemical Communications 54, no. 47 (2018): 5964–67. http://dx.doi.org/10.1039/c8cc01656a.

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Rhodium(ii)/phosphine-cocatalyzed bis-sulfuration of α-diazocarbonyl compounds using thiosulfonates as the sulfenylating agent, which provided two sulfur-containing moieties, was developed via simultaneous inter- and intra-molecular C–S bond formation.

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27

Schwan, Adrian L., Denis Brillon, and Robert Dufault. "Synthesis, reactions, and interconversions of some 2-(trimethylsilyl)ethyl substituted sulfur compounds." Canadian Journal of Chemistry 72, no. 2 (1994): 325–33. http://dx.doi.org/10.1139/v94-050.

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In an effort to probe the compatibility of the 2-(trimethylsilyl)ethyl sulfur moiety with standard organosulfur transformations, several 2-(trimethylsilyl)ethanethiol derivatives have been prepared in excellent yield. Thus 2-(trimethylsilyl)ethanethiol (1) and 2-(trimethylsilyl)ethyl disulfide (4) and its corresponding thiosulfinate 9 and thiosulfonate 10 have been synthesized. One method of formation of 4 involves the breakdown of a 1-(trimethylsilyl)ethyl unit while the 2-(trimethylsilyl)ethyl fragment survives. Oxidation of 4 or 9 to 10 did not proceed efficiently with common reagents, but

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28

Luo, Ziwei, Xinkan Yang, and Gavin Chit Tsui. "Perfluoroalkylation of Thiosulfonates: Synthesis of Perfluoroalkyl Sulfides." Organic Letters 22, no. 15 (2020): 6155–59. http://dx.doi.org/10.1021/acs.orglett.0c02235.

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29

Mampuys, P., C. R. McElroy, J. H. Clark, R. V. A. Orru, and B. U. W. Maes. "Thiosulfonates as Emerging Reactants: Synthesis and Applications." Advanced Synthesis & Catalysis 362, no. 1 (2019): 3–64. http://dx.doi.org/10.1002/adsc.201900864.

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30

Vasylyuk, S. V., V. I. Lubenets, Yu I. Bychko, and V. P. Novikov. "Interaction of cyanuric chloride with alkane-thiosulfonates." Chemistry of Heterocyclic Compounds 44, no. 1 (2008): 111–12. http://dx.doi.org/10.1007/s10593-008-0001-0.

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31

Lubenets, V. I., N. E. Stadnitskaya, and V. P. Novikov. "Synthesis of thiosulfonates belonging to quinoline derivatives." Russian Journal of Electrochemistry 36, no. 6 (2000): 851–53. http://dx.doi.org/10.1007/bf02757443.

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32

Tong, Jinwen, Heng Li, Yan Zhu, Ping Liu, and Peipei Sun. "Visible-light-induced dehydrogenative sulfonylation of tertiary amines under transition-metal- and photocatalyst-free conditions." Green Chemistry 24, no. 5 (2022): 1995–99. http://dx.doi.org/10.1039/d1gc04703e.

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A dehydrogenative sulfonylation of tertiary amines with thiosulfonates under visible-light is developed. This allows for the construction of (a)cyclic β-sulfonyl enamines under transition-metal-free, external oxidant-free, photocatalyst-free and mild reaction conditions.

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33

Pylypets, A. Z. "Effects of thiosulfonates on the lipid composition of rat tissues." Ukrainian Biochemical Journal 89, no. 6 (2017): 56–62. http://dx.doi.org/10.15407/ubj89.06.056.

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34

Reddy, Raju Jannapu, Arram Haritha Kumari, Jangam Jagadesh Kumar, and Gamidi Rama Krishna. "Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N-Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes." Synthesis 53, no. 16 (2021): 2850–64. http://dx.doi.org/10.1055/a-1482-2486.

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AbstractAn efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate is described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates is explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation proc

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35

PETRIKOVICS, ILONA, E. P. CANNON, W. D. MCGUINN, et al. "Cyanide Antagonism with Carrier Erythrocytes and Organic Thiosulfonates." Toxicological Sciences 24, no. 1 (1995): 86–93. http://dx.doi.org/10.1093/toxsci/24.1.86.

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36

ZEFIROV, N. S., N. V. ZYK, E. K. BELOGLAZKINA, and A. G. KUTATELADZE. "ChemInform Abstract: Thiosulfonates: Synthesis, Reactions and Practical Applications." ChemInform 25, no. 30 (2010): no. http://dx.doi.org/10.1002/chin.199430275.

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37

Petrikovics, I. "Cyanide Antagonism with Carrier Erythrocytes and Organic Thiosulfonates." Fundamental and Applied Toxicology 24, no. 1 (1995): 86–93. http://dx.doi.org/10.1006/faat.1995.1010.

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38

Delarue Bizzini, Lorenzo, Patrick Zwick, and Marcel Mayor. "Preparation of Unsymmetrical Disulfides from Thioacetates and Thiosulfonates." European Journal of Organic Chemistry 2019, no. 41 (2019): 6956–60. http://dx.doi.org/10.1002/ejoc.201901283.

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39

Haas, Alois, Wolfgang Wanzke, and Nathan Welcman. "Hydrolyse von Per(fluorchlor)methylsulfenylchloriden: Isolierung und Charakterisierung stabiler Zwischenstufen / Hydrolysis of Per(fluorochloro)methylsulfenylchlorides: Isolation and Characterization of Stable Intermediates." Zeitschrift für Naturforschung B 40, no. 1 (1985): 32–38. http://dx.doi.org/10.1515/znb-1985-0109.

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Hydrolysis of CF3-nClnSCl with water yields the thiosulfinates CF3-nClnSS(O)CF3-nCln and thiosulfonates CF3-nClnSSO2CF3-nCln as stable intermediates. They were synthesized on a preparative scale by special reactions and characterized. A new mechanism, based upon additional reactions of the isolated products, is discussed and extended to the reaction of chlorine with water

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40

Peng, Zhihong, Xiao Zheng, Yingjun Zhang, Delie An, and Wanrong Dong. "H2O2-mediated metal-free protocol towards unsymmetrical thiosulfonates from sulfonyl hydrazides and disulfides in PEG-400." Green Chemistry 20, no. 8 (2018): 1760–64. http://dx.doi.org/10.1039/c8gc00381e.

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A series of unsymmetrical thiosulfonates were successfully prepared from sulfonyl hydrazides and disulfides with the assistance of H<sub>2</sub>O<sub>2</sub> (7.0 equiv.) in PEG-400 at 100 °C, releasing N<sub>2</sub> and H<sub>2</sub>O as byproducts. EPR analysis proved the protocol proceeded through a free radical pathway and a plausible mechanism was proposed.

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41

Bahrami, Kiumars, Mohammad M. Khodaei, and Donya Khaledian. "Synthesis of sulfonyl chlorides and thiosulfonates from H2O2–TiCl4." Tetrahedron Letters 53, no. 3 (2012): 354–58. http://dx.doi.org/10.1016/j.tetlet.2011.11.052.

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42

PETRIKOVICS, ILONA, L. PEI, W. D. McGUINN, E. P. CANNON, and J. L. WAY. "Encapsulation of Rhodanese and Organic Thiosulfonates by Mouse Erythrocytes." Toxicological Sciences 23, no. 1 (1994): 70–75. http://dx.doi.org/10.1093/toxsci/23.1.70.

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43

Lubenets, V. I., N. E. Stadnitskaya, and V. P. Novikov. "ChemInform Abstract: Synthesis of Thiosulfonates Belonging to Quinoline Derivatives." ChemInform 32, no. 16 (2001): no. http://dx.doi.org/10.1002/chin.200116146.

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44

Petrikovics, I. "Encapsulation of Rhodanese and Organic Thiosulfonates by Mouse Erythrocytes." Fundamental and Applied Toxicology 23, no. 1 (1994): 70–75. http://dx.doi.org/10.1006/faat.1994.1080.

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45

Yang, Zhongzhen, Yuesen Shi, Zhen Zhan, et al. "Sustainable Electrocatalytic Oxidant-Free Syntheses of Thiosulfonates from Thiols." ChemElectroChem 5, no. 23 (2018): 3619–23. http://dx.doi.org/10.1002/celc.201801058.

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46

Back, Thomas G., Scott Collins, and M. Vijaya Krishna. "Reactions of sulfonhydrazides with benzeneseleninic acid, selenium halides, and sulfur halides. A convenient preparation of selenosulfonates and thiosulfonates." Canadian Journal of Chemistry 65, no. 1 (1987): 38–42. http://dx.doi.org/10.1139/v87-009.

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The oxidation of sulfonhydrazides with benzeneseleninic acid provides an efficient and convenient preparation of selenosulfonates. Se-Phenyl p-tolueneselenosulfonate was also produced in good to excellent yield from the reaction of p-toluenesulfonhydrazide with PhSeCl, PhSeBr3, or PhSeCl3. Sulfonhydrazides react with sulfenyl halides or with PhSBr3 to produce thiosulfonates in generally high yield. The treatment of p-toluenesulfonhydrazide with benzenetellurinic acid, PhTeCl3, or PhTeBr3 afforded only diphenyl ditelluride and not the corresponding tellurosulfonate.

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47

Xu, Yali, Yong Peng, Junhui Sun, Jiuxi Chen, Jinchang Ding, and Huayue Wu. "TCCA-promoted solvent-free chemoselective synthesis of thiosulfonates on grinding." Journal of Chemical Research 34, no. 6 (2010): 358–60. http://dx.doi.org/10.3184/030823410x12744466896732.

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48

Mampuys, Pieter, Yanping Zhu, Sergey Sergeyev, et al. "Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates." Organic Letters 18, no. 12 (2016): 2808–11. http://dx.doi.org/10.1021/acs.orglett.6b01023.

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49

Brace, Neal O. "Oxidation chemistry of perfluoroalkyl-segmented thiols, disulfides, thiosulfinates and thiosulfonates." Journal of Fluorine Chemistry 105, no. 1 (2000): 11–23. http://dx.doi.org/10.1016/s0022-1139(00)00261-x.

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50

Li, Guoqing, Ziyu Gan, Kexin Kong, Xiaomeng Dou, and Daoshan Yang. "Metal‐Free Synthesis of Thiosulfonates via Insertion of Sulfur Dioxide." Advanced Synthesis & Catalysis 361, no. 8 (2019): 1808–14. http://dx.doi.org/10.1002/adsc.201900157.

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