Photoinduced synthesis of allylic sulfones using potassium metabisulfite as the source of sulfur dioxide

2019 ◽  
Vol 6 (1) ◽  
pp. 36-40 ◽  
Author(s):  
Jun Zhang ◽  
Kaida Zhou ◽  
Guanyinsheng Qiu ◽  
Jie Wu

Synthesis of allylic sulfones through a photoinduced three-component reaction of aryl/alkyl halides, potassium metabisulfite, and allylic bromides under ultraviolet irradiation at room temperature is developed. Diverse allylic sulfones are generated in moderate to good yields.

2020 ◽  
Vol 56 (17) ◽  
pp. 2554-2557 ◽  
Author(s):  
Kaida Zhou ◽  
Jin-Biao Liu ◽  
Wenlin Xie ◽  
Shengqing Ye ◽  
Jie Wu

Metal-free insertion of sulfur dioxide with aryl/alkyl iodides and 3-azido-2-methylbut-3-en-2-ol under ultraviolet irradiation at room temperature is achieved, giving rise to 2-sulfonylacetonitriles in moderate to good yields.


2016 ◽  
Vol 3 (5) ◽  
pp. 574-578 ◽  
Author(s):  
Yuewen Li ◽  
Danqing Zheng ◽  
Zhenhua Li ◽  
Jie Wu

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.


2016 ◽  
Vol 3 (3) ◽  
pp. 359-363 ◽  
Author(s):  
Danqing Zheng ◽  
Runyu Mao ◽  
Zhiming Li ◽  
Jie Wu

A copper(i)-catalyzed three-component reaction of triethoxysilanes, DABCO·(SO2)2, and alkyl halides is reported. This transformation provides a facile route to sulfones under ligand-free conditions catalyzed by copper(i) oxide. The insertion of sulfur dioxide is efficient, and both triethoxyarylsilanes and triethoxyalkylsilanes are practicable during the coupling process.


2018 ◽  
Vol 5 (21) ◽  
pp. 3153-3157 ◽  
Author(s):  
Tong Liu ◽  
Yechun Ding ◽  
Xiaona Fan ◽  
Jie Wu

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.


2020 ◽  
Vol 7 (1) ◽  
pp. 14-18 ◽  
Author(s):  
Shengqing Ye ◽  
Kaida Zhou ◽  
Pornchai Rojsitthisak ◽  
Jie Wu

Metal-free insertion of sulfur dioxide with aryl iodides and silyl enolates or allylic bromide under ultraviolet irradiation at room temperature is accomplished. This protocol provides a convenient route to sulfonated cyclic compounds under mild conditions.


2016 ◽  
Vol 3 (7) ◽  
pp. 865-869 ◽  
Author(s):  
Kaida Zhou ◽  
Hongguang Xia ◽  
Jie Wu

A photo-induced catalyst-free three-component reaction of N-(2-iodoaryl)acrylamide, sulfur dioxide, and hydrazine is reported. Under ultraviolet irradiation, diverse (2-oxoindolin-3-yl)methanesulfonohydrazides are generated in moderate to good yields.


2020 ◽  
Vol 7 (7) ◽  
pp. 938-943 ◽  
Author(s):  
Xinxing Gong ◽  
Min Yang ◽  
Jin-Biao Liu ◽  
Fu-Sheng He ◽  
Jie Wu

A photoinduced reaction of potassium alkyltrifluoroborates, sodium metabisulfite, and alkynyl bromides under visible light irradiation at room temperature is developed.


1992 ◽  
Vol 57 (11) ◽  
pp. 2302-2308
Author(s):  
Karel Mocek ◽  
Erich Lippert ◽  
Emerich Erdös

The kinetics of the reaction of solid sodium carbonate with sulfur dioxide depends on the microstructure of the solid, which in turn is affected by the way and conditions of its preparation. The active form, analogous to that obtained by thermal decomposition of NaHCO3, emerges from the dehydration of Na2CO3 . 10 H2O in a vacuum or its weathering in air at room temperature. The two active forms are porous and have approximately the same specific surface area. Partial hydration of the active Na2CO3 in air at room temperature followed by thermal dehydration does not bring about a significant decrease in reactivity. On the other hand, if the preparation of anhydrous Na2CO3 involves, partly or completely, the liquid phase, the reactivity of the product is substantially lower.


2021 ◽  
Vol 8 (8) ◽  
pp. 1789-1794
Author(s):  
Xiaodong Tu ◽  
Jiapian Huang ◽  
Wenlin Xie ◽  
Tonghao Zhu ◽  
Jie Wu

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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