Electron Transfer Photoredox Catalysis: Development of a Photoactivated Reductive Desulfonylation of an Aza‐Heteroaromatic Ring

2020 ◽  
Vol 362 (15) ◽  
pp. 3110-3115
Author(s):  
Qiang‐Liu ◽  
Yu‐Xiu Liu ◽  
Hong‐Jian Song ◽  
Qing‐Min Wang
2021 ◽  
Author(s):  
Maximilian Schmidt ◽  
Birgit Esser

The efficiency of the photo-induced electron transfer in photoredox catalysis is limited by the diffusional collision of the excited catalyst and the substrate. We herein present cavity-bound photoredox catalysts, which...


2018 ◽  
Vol 8 (14) ◽  
pp. 3539-3547 ◽  
Author(s):  
Lei Wang ◽  
Irina Rörich ◽  
Charusheela Ramanan ◽  
Paul W. M. Blom ◽  
Wei Huang ◽  
...  

Electron transfer cascade in cooperative organic photocatalysts can prevent the use of sacrificial reagent for photoredox catalysis.


CCS Chemistry ◽  
2019 ◽  
pp. 38-49 ◽  
Author(s):  
Heng Jiang ◽  
Armido Studer

This review covers the recent literature on oxidative generation of N-centered radicals using photoredox catalysis. The concept of proton-coupled electron transfer is briefly discussed. Applications of such reactive N-centered radicals in cascade processes comprising arene amidation, alkene amidation, C—C bond cleavage reactions, and remote C—H functionalization are addressed. In addition, novel reagents allowing for clean oxidative N-radical generation are discussed.


2020 ◽  
Vol 59 (43) ◽  
pp. 19202-19208
Author(s):  
Jihyeon Kim ◽  
Jongkyoon Park ◽  
Seonhwa Park ◽  
Jeongwook Seo ◽  
Jeongwook Kwon ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 41 (24) ◽  
pp. no-no
Author(s):  
Joseph W. Tucker ◽  
Jagan M. R. Narayanam ◽  
Scott W. Krabbe ◽  
Corey R. J. Stephenson

2016 ◽  
Vol 7 (6) ◽  
pp. 3862-3868 ◽  
Author(s):  
Christoph Kerzig ◽  
Martin Goez

The interaction of an anionic micelle with the molecular charges and dipole moments ensures the desired sequence of processes and suppresses cross reactions in an “all-green” photoredox catalytic access to hydrated electronse˙−aq, which reductively decompose nonactivated chloro-organics.


2020 ◽  
Vol 16 ◽  
pp. 1418-1435 ◽  
Author(s):  
Yeersen Patehebieke

Disulfides are versatile catalysts. They can be photocatalysts, hydrogen atom transfer (HAT) catalysts, cocatalysts, or initiators in photocatalytic reactions. Under photoirradiation, organic disulfides can be easily cleaved into free thiyl radicals (RS•) and can reversibly add to unsaturated multiple bonds to catalyze a variety of functionalization reactions under mild conditions. In photoredox catalysis reactions, an excellent electron transfer ability and excellent radical properties also made these thiyl radicals powerful HAT catalysts. They have increasingly been proven useful in various types of organic photoreactions, such as cyclizations, anti-Markovnikov additions, aromatic olefin carbonylations, isomerizations, etc. They are a class of green, economic, mild, and chemoselective radical catalysts that deserve more attention. The present review highlights the recent progress in the field of disulfide-catalyzed and -cocatalyzed photocatalytic reactions for different reaction types.


2021 ◽  
Author(s):  
Eloïse Colson ◽  
Julie Andrez ◽  
Ali Dabbous ◽  
Frabrice Dénès ◽  
Vincent Maurel ◽  
...  

A mild and simple protocol for the synthesis of 8-azabicyclo[3.2.1]octane and 9-azabicyclo[3.3.1]nonane derivatives is described. It provides these valuable bicyclic alkaloid skeletons in good yields and high levels of diastereoselectivity from simple and readily available starting materials using visible-light photoredox catalysis. This unprecedented annulation process takes advantage of the unique reactivity of ethyl 2-(acetoxymethyl)acrylate as a 1,3-bis radical acceptor and of cyclic N,N-dialkylanilines as radical 1,3-bis radical donors. The success of this process relies on efficient electron transfer processes and highly selective deprotonation of aminium radical cations leading to the key α-amino radical intermediates.


2013 ◽  
Vol 135 (47) ◽  
pp. 17735-17738 ◽  
Author(s):  
Lydia J. Rono ◽  
Hatice G. Yayla ◽  
David Y. Wang ◽  
Michael F. Armstrong ◽  
Robert R. Knowles

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