Visible‐Light‐Induced Radical Cascade Cyclizations of 1,7‐Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal‐Free Conditions

2020 ◽  
Vol 362 (24) ◽  
pp. 5669-5680
Author(s):  
Qi Liu ◽  
Yousheng Mei ◽  
Lei Wang ◽  
Yongmin Ma ◽  
Pinhua Li
Keyword(s):  
Visible Light ◽  
Direct Access ◽  
Cascade Cyclizations ◽  
Metal Free ◽  
Sulfinic Acids ◽  
Radical Cascade

Visible-light initiated direct oxysulfonylation of alkenes with sulfinic acids leading to β-ketosulfones

2016 ◽  
Vol 18 (20) ◽  
pp. 5630-5634 ◽  
Author(s):  
Daoshan Yang ◽  
Ben Huang ◽  
Wei Wei ◽  
Jin Li ◽  
Gu Lin ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Free ◽  
Highly Efficient ◽  
Sulfinic Acids

Highly efficient visible-light initiated direct oxysulfonylation of alkenes with sulfinic acids leading to β-ketosulfones has been realized under metal-free conditions.

Synthesis of 3-sulfonylquinolines by visible-light promoted metal-free cascade cycloaddition involving N-propargylanilines and sodium sulfinates

2020 ◽  
Vol 44 (8) ◽  
pp. 3189-3193 ◽  
Author(s):  
Jing-Mei Yuan ◽  
Jinnan Li ◽  
Heyang Zhou ◽  
Jiali Xu ◽  
Fengting Zhu ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Metal Free ◽  
Radical Cascade

A visible-light promoted radical cascade reaction of N-propargylanilines with sodium sulfinates as sulfonyl radical precursors was developed under metal-free conditions.

Visible-light initiated oxidative cyclization of phenyl propiolates with sulfinic acids to coumarin derivatives under metal-free conditions

2015 ◽  
Vol 51 (35) ◽  
pp. 7520-7523 ◽  
Author(s):  
Wenchao Yang ◽  
Shuai Yang ◽  
Pinhua Li ◽  
Lei Wang
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Oxidative Cyclization ◽  
Coumarin Derivatives ◽  
Metal Free ◽  
Sulfinic Acids

A visible-light initiated oxidative cyclization of phenyl propiolates with sulfinic acids has been developed at room temperature under metal-free conditions.

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

Metal‐Free and Heterogeneous Photocatalytic Reduction of 4‐Nitroaniline by a Poly(Ethylene Glycol)‐Supported Eosin Dye under Visible‐Light Exposure

ChemCatChem ◽  
2019 ◽  
Vol 11 (14) ◽  
pp. 3307-3317
Author(s):  
Andreea L. Chibac ◽  
Violeta Melinte ◽  
Vlasta Brezová ◽  
Estelle Renard ◽  
Arnaud Brosseau ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Visible Light ◽  
Light Exposure ◽  
Photocatalytic Reduction ◽  
Poly Ethylene Glycol ◽  
Metal Free ◽  
Poly Ethylene

Highly chemoselective deoxygenation of N-heterocyclic N-oxides under transition metal-free conditions

2021 ◽  
Vol 19 (16) ◽  
pp. 3735-3742
Author(s):  
Se Hyun Kim ◽  
Ju Hyeon An ◽  
Jun Hee Lee
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Eosin Y ◽  
Metal Free ◽  
Simple Protocol

Here, we provide an operationally simple protocol for the highly chemoselective deoxygenation of various functionalized N-heterocyclic N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst.

Metal-free visible-light-induced aerobic oxidation of α-diazoesters leading to α-ketoesters in air

2021 ◽  
Author(s):  
Ruisheng Liu ◽  
Qishun Liu ◽  
Haoran Meng ◽  
Hongyu Ding ◽  
Jindong Hao ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Aerobic Oxidation ◽  
Metal Free

A metal-free and visible-light-induced strategy has been established for the construction of α-ketoesters via aerobic oxidation of α-diazoesters with dioxygen in air at room temperature.

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