Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide

2020 ◽  
Vol 56 (66) ◽  
pp. 9469-9472 ◽  
Author(s):  
Fu-Sheng He ◽  
Yanfang Yao ◽  
Wenlin Xie ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Sodium Metabisulfite ◽  
Silyl Ethers ◽  
Mild Conditions ◽  
Three Component Reaction ◽  
Enol Silyl Ethers

A photoredox-catalyzed three-component reaction of aryldiazonium tetrafluoroborates with sodium metabisulfite and 2,2-difluoro enol silyl ethers is described, providing α,α-difluoro-β-ketosulfones in moderate to good yields under mild conditions.

Benzylic C(sp3)–H bond sulfonylation of 4-methylphenols with the insertion of sulfur dioxide under photocatalysis

2018 ◽  
Vol 54 (79) ◽  
pp. 11172-11175 ◽  
Author(s):  
Xinxing Gong ◽  
Jiahao Chen ◽  
Lifang Lai ◽  
Jiang Cheng ◽  
Jiangtao Sun ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Sodium Metabisulfite ◽  
Three Component Reaction

Sulfonylation of the benzylic C–H bond is developed through a three-component reaction of aryldiazonium tetrafluoroborates, 4-methylphenols and sodium metabisulfite (Na2S2O5). The inorganic sulfite of sodium metabisulfite is used as the SO2 surrogate.

C–H bond sulfonylation of anilines with the insertion of sulfur dioxide under metal-free conditions

2018 ◽  
Vol 54 (54) ◽  
pp. 7459-7462 ◽  
Author(s):  
Kaida Zhou ◽  
Jun Zhang ◽  
Lifang Lai ◽  
Jiang Cheng ◽  
Jiangtao Sun ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Metal Catalysts ◽  
Metal Free ◽  
Mild Conditions ◽  
Three Component Reaction

2-Sulfonylanilines are generated in moderate to good yields through a three-component reaction of anilines, DABCO·(SO2)2, and aryldiazonium tetrafluoroborates under mild conditions. No metal catalysts or additives are needed for this transformation.

Photoinduced synthesis of (E)-vinyl sulfones through the insertion of sulfur dioxide

2018 ◽  
Vol 5 (21) ◽  
pp. 3153-3157 ◽  
Author(s):  
Tong Liu ◽  
Yechun Ding ◽  
Xiaona Fan ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Mild Conditions ◽  
Three Component Reaction ◽  
Photoinduced Synthesis

Under visible light irradiation, a three-component reaction of potassium alkyltrifluoroborates, sulfur dioxide and alkynes with the assistance of photocatalysis and in the presence of copper(ii) triflate is described. This transformation affords (E)-vinyl sulfones efficiently with excellent regioselectivity and stereoselectivity under mild conditions.

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluoride

2021 ◽  
Author(s):  
Qijun Pan ◽  
Yongan Liu ◽  
Wan Pang ◽  
Jingjing Wu ◽  
Xiaoyu Ma ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Good Yield ◽  
Mild Conditions ◽  
Three Component Reaction

This paper reports a convevient copper-catalyzed three-component conversion of arylhydrazine hydrochloride to arenesulfonyl fluoride in good yield under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as the sulfonyl source...

Thiosulfonylation of alkenes with the insertion of sulfur dioxide under non-metallic conditions

2018 ◽  
Vol 5 (20) ◽  
pp. 2940-2944 ◽  
Author(s):  
Fu-Sheng He ◽  
Youqian Wu ◽  
Jun Zhang ◽  
Hongguang Xia ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
High Efficiency ◽  
Mild Conditions ◽  
Three Component Reaction

A three-component reaction of 1-(2-allylaryl)thioureas, sulfur dioxide, and aryldiazonium tetrafluoroborates under mild conditions is realized, leading to sulfonated [3,1]-benzothiazepines in good yields. High efficiency is observed for this non-metallic transformation.

Generation of N-aminosulfonamides via a photo-induced fixation of sulfur dioxide into aryl/alkyl halides

2016 ◽  
Vol 3 (5) ◽  
pp. 574-578 ◽  
Author(s):  
Yuewen Li ◽  
Danqing Zheng ◽  
Zhenhua Li ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Ultraviolet Irradiation ◽  
Alkyl Halides ◽  
Mild Conditions ◽  
Catalyst Free ◽  
Redox Catalysts ◽  
Three Component Reaction

A catalyst-free aminosulfonylation through insertion of sulfur dioxide with aryl/alkyl halides enabled by photoenergy is presented. Under ultraviolet irradiation, a three-component reaction of aryl/alkyl halides, sulfur dioxide, and hydrazines proceeds under mild conditions without any metals or photo-redox catalysts.

Recent advances in sulfonylation reactions using potassium/sodium metabisulfite

2020 ◽  
Vol 56 (30) ◽  
pp. 4145-4155 ◽  
Author(s):  
Shengqing Ye ◽  
Min Yang ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Sodium Metabisulfite ◽  
Metal Catalysis ◽  
Potassium Sodium ◽  
Mild Conditions ◽  
Recent Advances ◽  
Radical Processes

Recently, sulfonylation reactions using potassium/sodium metabisulfite as the sulfur dioxide surrogate have been developed rapidly. In most cases, the transformations go through radical processes with the insertion of sulfur dioxide under mild conditions. Additionally, transition metal catalysis is applied in the reactions for the synthesis of sulfonyl-containing compounds.

Generation of (E)-β-sulfonyl enamines from sulfur dioxide via a radical process

2021 ◽  
Vol 8 (8) ◽  
pp. 1789-1794
Author(s):  
Xiaodong Tu ◽  
Jiapian Huang ◽  
Wenlin Xie ◽  
Tonghao Zhu ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Radical Process ◽  
Three Component Reaction

An iron(ii)-catalyzed three-component reaction of O-acyl oximes, sulfur dioxide, and N-vinylacetamides is accomplished. Diverse (E)-β-sulfonyl enamines are obtained in moderate to good yields by using this protocol with excellent stereoselectivity and regioselectivity.

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