Substituted Hantzsch esters as radical reservoirs with the insertion of sulfur dioxide under photoredox catalysis

2019 ◽  
Vol 55 (14) ◽  
pp. 2062-2065 ◽  
Author(s):  
Xuefeng Wang ◽  
Haozhe Li ◽  
Guanyinsheng Qiu ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Three Component Reaction ◽  
Vinyl Azides

A three-component reaction between 4-substituted Hantzsch esters, DABCO·(SO2)2, and vinyl azides in the presence of photoredox catalysts under visible light irradiation is developed. A range of (Z)-2-(alkylsulfonyl)-1-arylethen-1-amines is obtained in moderate to good yields with good regioselectivity and stereoselectivity.

Photoredox-catalyzed hydrosulfonylation reaction of electron-deficient alkenes with substituted Hantzsch esters and sulfur dioxide

2019 ◽  
Vol 55 (43) ◽  
pp. 6010-6013 ◽  
Author(s):  
Xuefeng Wang ◽  
Min Yang ◽  
Wenlin Xie ◽  
Xiaona Fan ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Photoredox Catalysis

A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence of photoredox catalysis under visible light irradiation is described.

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.

Synthesis of thiophosphates through a three-component reaction by using sulfur dioxide as the sulfur source

2017 ◽  
Vol 4 (11) ◽  
pp. 2221-2225 ◽  
Author(s):  
Xinxing Gong ◽  
Jiahao Chen ◽  
Jianhe Liu ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Sulfur Source ◽  
Three Component Reaction

Generation of thiophosphates through a three-component reaction of diaryliodonium tetrafluoroborates, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide (DABCO·(SO2)2), and diarylphosphine oxides under visible light irradiation is described.

A metal-free route to alkynyl sulfones under photoinduced conditions with the insertion of sulfur dioxide

2020 ◽  
Vol 22 (6) ◽  
pp. 1906-1910 ◽  
Author(s):  
Xinxing Gong ◽  
Min Yang ◽  
Jin-Biao Liu ◽  
Fu-Sheng He ◽  
Xiaona Fan ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Metal Free

A metal-free route to alkynyl sulfones under photoinduced conditions is accomplished, starting from 4-alkyl Hantzsch esters, sulfur dioxide, and alkynyl bromides under visible light irradiation at room temperature.

A photoinduced reaction of perfluoroalkyl halides with 1,3-diarylprop-2-yn-1-ones catalyzed by DABSO

2017 ◽  
Vol 4 (9) ◽  
pp. 1745-1750 ◽  
Author(s):  
Yuewen Li ◽  
Yiye Lu ◽  
Runyu Mao ◽  
Zhiming Li ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Halogen Bond ◽  
Theoretical Calculations ◽  
Light Irradiation ◽  
Efficient Catalyst ◽  
Photoinduced Reaction ◽  
Plausible Mechanism ◽  
Perfluoroalkyl Halides

The sulfur dioxide surrogate of DABCO·(SO2)2 is used as an efficient catalyst for the cleavage of the perfluoroalkyl-halogen bond under visible-light irradiation. A plausible mechanism supported by theoretical calculations is proposed.

scholarly journals Tertiary amine mediated aerobic oxidation of sulfides into sulfoxides by visible-light photoredox catalysis on TiO2

2015 ◽  
Vol 6 (8) ◽  
pp. 5000-5005 ◽  
Author(s):  
Xianjun Lang ◽  
Wei Hao ◽  
Wan Ru Leow ◽  
Shuzhou Li ◽  
Jincai Zhao ◽  
...  
Keyword(s):  
Visible Light ◽  
Tertiary Amine ◽  
Visible Light Irradiation ◽  
Aerobic Oxidation ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Synergistic Catalysis ◽  
Oxidation Of Sulfides ◽  
Selective Aerobic Oxidation

The selective aerobic oxidation of sulfides into sulfoxides on TiO2 under visible-light irradiation was accomplished through synergistic catalysis with triethylamine.

Oxidative alkylation of alkenes with carbonyl compounds through concomitant 1,2-aryl migration by photoredox catalysis

2020 ◽  
Vol 44 (37) ◽  
pp. 16031-16035
Author(s):  
Zhaowei Lin ◽  
Maojian Lu ◽  
Boyi Liu ◽  
Jing Gao ◽  
Mingqiang Huang ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Carbonyl Compounds ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Diaryliodonium Salt ◽  
Oxidative Alkylation ◽  
Organic Fluorophore

An efficient protocol for the construction of 1,5-diketones was realized in the presence of organic fluorophore 4CzIPN, diaryliodonium salt, and visible light irradiation.

Three-component reaction access to S-alkyl dithiocarbamates under visible-light irradiation conditions in water

2022 ◽  
Author(s):  
Xuehao Li ◽  
Wenwen Cui ◽  
Qirong Deng ◽  
Xiuyan Song ◽  
Jian Lv ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Functional Group ◽  
Environmentally Friendly ◽  
Light Irradiation ◽  
Three Component Reaction

An efficient and environmentally friendly visible-light promoted method for the synthesis of S-alkyl dithiocarbamates with broad substrate scope and good functional group tolerance in water has been developed. Most appealingly,...

Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis

2018 ◽  
Vol 16 (3) ◽  
pp. 414-423 ◽  
Author(s):  
Xu Liu ◽  
Zhongjie Wu ◽  
Zeguo Zhang ◽  
Ping Liu ◽  
Peipei Sun
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Cyano Group ◽  
Cascade Reaction ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Cascade Cyclization ◽  
Radical Acceptor ◽  
Cyclization Process

In the presence of Ru(phen)3Cl2 or fac-Ir(ppy)3 under visible-light irradiation, the addition of fluorinated radicals to N-arylacrylamides followed by an intramolecular cyano group insertion cascade cyclization process produced the target compounds in moderate to good yields.

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