Silver-catalyzed regioselective synthesis of (E)-vinyl sulfones from nitroolefins and thiophenols

被引：0
作者：
Zhou, Kaiyang [1 ]
Wang, Xinyi [1 ]
Wang, Can [1 ]
Chen, Yunfeng [1 ]
机构：
[1] Wuhan Inst Technol, Sch Chem & Environm Engn, Key Lab Green Chem Proc, Minist Educ, Wuhan 430205, Peoples R China
来源：
TETRAHEDRON LETTERS | 2025年 / 155卷
基金：
中国国家自然科学基金;
关键词：
( E ) -Vinyl sulfones; Silver-catalyzed; Thiophenols; DECARBOXYLATIVE SULFONYLATION; CINNAMIC-ACIDS; VINYL SULFONES; ALKENES; THIOLS; SULFONYLHYDRAZIDES; ARYL; AMINES; WATER;
D O I：
10.1016/j.tetlet.2024.155425
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient silver-catalyzed synthesis of (E)-vinyl sulfones was developed by denitrative radical cross-coupling of readily available thiophenols and nitroolefins. This reaction is initiated by generation of a thiyl radical or a sulfonyl radical from the thiophenol.
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页数：4
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  • [1] Unsymmetrical diaryl sulfones and aryl vinyl sulfones through palladium-catalyzed coupling of aryl and vinyl halides or triflates with sulfinic acid salts
    Cacchi, S
    Fabrizi, G
    Goggiamani, A
    Parisi, LM
    Bernini, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) : 5608 - 5614
  • [2] Visible-Light-Enabled Decarboxylative Sulfonylation of Cinnamic Acids with Sulfonylhydrazides under Transition-Metal-Free Conditions
    Cai, Shunyou
    Xu, Yaohui
    Chen, Danling
    Li, Lihuang
    Chen, Qifa
    Huang, Mingqiang
    Weng, Wen
    [J]. ORGANIC LETTERS, 2016, 18 (12) : 2990 - 2993
  • [3] An expeditious, highly efficient, catalyst-free and solvent-free synthesis of nitroamines and nitrosulfides by Michael addition
    Choudhary, Garima
    Peddinti, Rama Krishna
    [J]. GREEN CHEMISTRY, 2011, 13 (02) : 276 - 282
  • [4] Aminooxylation Horner-Wadsworth-Emmons Sequence for the Synthesis of Enantioenriched γ-Functionalized Vinyl Sulfones
    Doherty, William
    Evans, Paul
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (04) : 1416 - 1424
  • [5] Ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones
    Gao, Xiaofang
    Pan, Xiaojun
    Gao, Jian
    Huang, Huawen
    Yuan, Gaoqing
    Li, Yingwei
    [J]. CHEMICAL COMMUNICATIONS, 2015, 51 (01) : 210 - 212
  • [6] Electron Donor-Acceptor Complex Enabled Decarboxylative Sulfonylation of Cinnamic Acids under Visible-Light Irradiation
    Ge, Qian-Qian
    Qian, Jia-Sheng
    Xuan, Jun
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (13) : 8691 - 8701
  • [7] An economical and convenient synthesis of vinyl sulfones
    Guan, Zheng-Hui
    Zuo, Wei
    Zhao, Lian-Biao
    Ren, Zhi-Hui
    Liang, Yong-Min
    [J]. SYNTHESIS-STUTTGART, 2007, (10): : 1465 - 1470
  • [8] Cross-coupling of organoboronic acids and sulfinate salts using catalytic copper(II) acetate and 1,10-phenanthroline: synthesis of aryl and alkenylsulfones
    Huang, Fang
    Batey, Robert A.
    [J]. TETRAHEDRON, 2007, 63 (32) : 7667 - 7672
  • [9] Hwang SJ, 2018, B KOREAN CHEM SOC, V39, P535
  • [10] Intermolecular [2+2] Photocycloaddition of α,β-Unsaturated Sulfones: Catalyst-Free Reaction and Catalytic Variants
    Jeremias, Noah
    Mohr, Lisa-Marie
    Bach, Thorsten
    [J]. ORGANIC LETTERS, 2021, 23 (15) : 5674 - 5678
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