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Mendeleev Communications, 2016, том 26, выпуск 6, страницы 538–539
DOI: https://doi.org/10.1016/j.mencom.2016.11.027
(Mi mendc2273)
 

Эта публикация цитируется в 24 научных статьях (всего в 24 статьях)

Communications

Electrochemical synthesis of sulfonamides from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines

A. O. Terent'evabc, O. M. Mulinaa, D. A. Pirgachab, M. A. Syroeshkina, A. P. Glinuskinc, G. I. Nikishina

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b D.Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
c All-Russian Research Institute of Phytopathology, Bol'shiye Vyazemy, Moscow Region, Russian Federation
Аннотация: An efficient electrochemical synthesis of sulfonamides (yields 56–98%) from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines was performed in an undivided cell with graphite anode and iron cathode in MeCN–H2O medium using halides as redox mediators and supporting electrolytes.
Тип публикации: Статья
Язык публикации: английский
Дополнительные материалы:
Supplementary_data_1.pdf (1.1 Mb)


Образец цитирования: A. O. Terent'ev, O. M. Mulina, D. A. Pirgach, M. A. Syroeshkin, A. P. Glinuskin, G. I. Nikishin, “Electrochemical synthesis of sulfonamides from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines”, Mendeleev Commun., 26:6 (2016), 538–539
Образцы ссылок на эту страницу:
  • https://www.mathnet.ru/rus/mendc2273
  • https://www.mathnet.ru/rus/mendc/v26/i6/p538
  • Эта публикация цитируется в следующих 24 статьяx:
    1. Ismat Nawaz, Maryam Nawaz, Rahman Shah Zaib Saleem, Ghayoor Abbas Chotana, “Sulfur (VI) Fluoride Exchange (SuFEx) via Glass–Assisted Organocatalysis”, Adv Synth Catal, 2024  crossref
    2. Sen Liang, Jia-Xin Gu, Cheng-Chu Zeng, “Recent Advances in Electrochemical Sulfonylation using Sodium Sulfinates as Sulfonyl Radical Precursors”, COC, 28:2 (2024), 105  crossref
    3. Zenghui Ye, Xi Zhang, Weiyuan Ma, Fengzhi Zhang, “Advances in S–N bond formation via electrochemistry: a green route utilizing diverse sulfur and nitrogen sources”, Green Chem., 25:7 (2023), 2524  crossref
    4. Wei Chen, Haojian Xu, Run Wu, Yang Chen, Pingbing Yu, Yanxi Jin, “Catalyst-free electrochemical sulfonylation of amines with sulfonyl hydrazide in aqueous medium”, Org. Biomol. Chem., 21:27 (2023), 5547  crossref
    5. Juan Du, Ya-long Du, Qing-wen Gui, “Progress in S–X Bond Formation by Halogen-Mediated Electrochemical Reactions”, Synthesis, 55:18 (2023), 2799  crossref
    6. Bao-Chen Qian, Chao-Zhe Zhu, Guang-Bin Shen, “The Application of Sulfonyl Hydrazides in Electrosynthesis: A Review of Recent Studies”, ACS Omega, 7:44 (2022), 39531  crossref
    7. Kévin Saint‐Jacques, Encyclopedia of Reagents for Organic Synthesis, 2022, 1  crossref
    8. Christina Kannigadu, Janine Aucamp, David D. N'Da, “Exploring novel nitrofuranyl sulfonohydrazides as anti‐Leishmania and anti‐cancer agents: Synthesis, in vitro efficacy and hit identification”, Chem Biol Drug Des, 100:2 (2022), 267  crossref
    9. Nasser Amri, Thomas Wirth, “Recent Advances in the Electrochemical Synthesis of Organosulfur Compounds”, The Chemical Record, 21:9 (2021), 2526  crossref
    10. 龙 邓, “Research Progress in Electrochemical Oxidation of Sulfonyl Hydrazide”, JOCR, 09:04 (2021), 83  crossref
    11. Mahdi Jamshidi, Ameneh Amani, Sadegh Khazalpour, Sara Torabi, Davood Nematollahi, “Progress and perspectives of electrochemical insights for C–H and N–H sulfonylation”, New J. Chem., 45:39 (2021), 18246  crossref
    12. Haibo Mei, Romana Pajkert, Li Wang, Ziyi Li, Gerd-Volker Röschenthaler, Jianlin Han, “Chemistry of electrochemical oxidative reactions of sulfinate salts”, Green Chem., 22:10 (2020), 3028  crossref
    13. Olga M. Mulina, Nataliya V. Zhironkina, Stanislav A. Paveliev, Dmitry V. Demchuk, Alexander O. Terent'ev, “Electrochemically Induced Synthesis of Sulfonylated N-Unsubstituted Enamines from Vinyl Azides and Sulfonyl Hydrazides”, Org. Lett., 22:5 (2020), 1818  crossref
    14. Man Li, Junting Hong, Wei Xiao, Yang Yang, Di Qiu, Fanyang Mo, “Electrocatalytic Oxidative Transformation of Organic Acids for Carbon–Heteroatom and Sulfur–Heteroatom Bond Formation”, ChemSusChem, 13:7 (2020), 1661  crossref
    15. Jessy Aziz, Abdallah Hamze, “An update on the use of sulfinate derivatives as versatile coupling partners in organic chemistry”, Org. Biomol. Chem., 18:45 (2020), 9136  crossref
    16. Stanislav A. Paveliev, Artem I. Churakov, Liliya S. Alimkhanova, Oleg O. Segida, Gennady I. Nikishin, Alexander O. Terent'ev, “Electrochemical Synthesis of O‐Phthalimide Oximes from α‐Azido Styrenes via Radical Sequence: Generation, Addition and Recombination of Imide‐N‐Oxyl and Iminyl Radicals with C-O/N-O Bonds Formation”, Adv Synth Catal, 362:18 (2020), 3864  crossref
    17. Alexander O. Terent'ev, Olga M. Mulina, Vadim D. Parshin, Vladimir A. Kokorekin, Gennady I. Nikishin, “Electrochemically induced oxidative S–O coupling: synthesis of sulfonates from sulfonyl hydrazides and N-hydroxyimides or N-hydroxybenzotriazoles”, Org. Biomol. Chem., 17:14 (2019), 3482  crossref
    18. Hongmei Jiang, Xiaoyue Tang, Zhihui Xu, Huixian Wang, Kang Han, Xiaolan Yang, Yuanyuan Zhou, Yong-Lai Feng, Xian-Yong Yu, Qingwen Gui, “TBAI-catalyzed selective synthesis of sulfonamides and β-aryl sulfonyl enamines: coupling of arenesulfonyl chlorides and sodium sulfinates with tert-amines”, Org. Biomol. Chem., 17:10 (2019), 2715  crossref
    19. A. O. Terent'ev, O. M. Mulina, A. I. Ilovaisky, V. A. Kokorekin, G. I. Nikishin, “Ammonium iodide-mediated electrosynthesis of unsymmetrical thiosulfonates from arenesulfonohydrazides and thiols”, Mendeleev Commun., 29:1 (2019), 80–82  mathnet  crossref
    20. Bo Yang, Chang Lian, Guanglu Yue, Danyang Liu, Liyan Wei, Yi Ding, Xiancai Zheng, Kui Lu, Di Qiu, Xia Zhao, “Synthesis of N-arylsulfonamides through a Pd-catalyzed reduction coupling reaction of nitroarenes with sodium arylsulfinates”, Org. Biomol. Chem., 16:43 (2018), 8150  crossref
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