Oxygen Switch in Visible-Light Photoredox Catalysis: Radical Additions and Cyclizations and Unexpected C–C-Bond Cleavage Reactions

2013 ◽  
Vol 135 (5) ◽  
pp. 1823-1829 ◽  
Author(s):  
Shaoqun Zhu ◽  
Arindam Das ◽  
Lan Bui ◽  
Hanjun Zhou ◽  
Dennis P. Curran ◽  
...  
ChemInform ◽  
2013 ◽  
Vol 44 (29) ◽  
pp. no-no
Author(s):  
Shaoqun Zhu ◽  
Arindam Das ◽  
Lan Bui ◽  
Hanjun Zhou ◽  
Dennis P. Curran ◽  
...  

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.


Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7051
Author(s):  
Lei Zhou

The creation of new bonds via C-F bond cleavage of readily available per- or oligofluorinated compounds has received growing interest. Using such a strategy, a myriad of valuable partially fluorinated products can be prepared, which otherwise are difficult to make by the conventional C-F bond formation methods. Visible light photoredox catalysis has been proven as an important and powerful tool for defluorinative reactions due to its mild, easy to handle, and environmentally benign characteristics. Compared to the classical C-F activation that proceeds via two-electron processes, radicals are the key intermediates using visible light photoredox catalysis, providing new modes for the cleavage of C-F bonds. In this review, a summary of the visible light-promoted C-F bond cleavage since 2018 was presented. The contents were classified by the fluorosubstrates, including polyfluorinated arenes, gem-difluoroalkenes, trifluoromethyl arenes, and trifluoromethyl alkenes. An emphasis is placed on the discussion of the mechanisms and limitations of these reactions. Finally, my personal perspective on the future development of this rapidly emerging field was provided.


2013 ◽  
Vol 15 (3) ◽  
pp. 624-627 ◽  
Author(s):  
Hongnan Sun ◽  
Chao Yang ◽  
Fei Gao ◽  
Zhe Li ◽  
Wujiong Xia

ChemInform ◽  
2013 ◽  
Vol 44 (26) ◽  
pp. no-no
Author(s):  
Hongnan Sun ◽  
Chao Yang ◽  
Fei Gao ◽  
Zhe Li ◽  
Wujiong Xia

SynOpen ◽  
2021 ◽  
Vol 05 (02) ◽  
pp. 152-157
Author(s):  
Duddu S. Sharada ◽  
Narenderreddy Katta ◽  
Arumugavel Murugan ◽  
Sonika Sharma

AbstractPhotoredox catalysis has received great attention in both academia and industry and remarkable progress has been made over the past decade. Now, it has been shown that a visible-light-mediated oxidative C–C bond cleavage of geminal diazides can be induced by organic dye catalysis for the synthesis of oxamates. A mechanistic study, confirmed by control experiments, indicates that this proceeds through single-electron transfer (SET). This methodology can be applied to convert a wide array of geminal diazides into oxamates.


ACS Catalysis ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 2252-2260 ◽  
Author(s):  
Gabriel Magallanes ◽  
Markus D. Kärkäs ◽  
Irene Bosque ◽  
Sudarat Lee ◽  
Stephen Maldonado ◽  
...  

Author(s):  
Yongliang Tu ◽  
Duo Zhang ◽  
Peng Shi ◽  
Chenyang Wang ◽  
Ding Ma ◽  
...  

Visible light induces C–C-bond cleavage reactions of ketones, which can be utilized for N-acylations of sulfoximines. No (photo)catalyst is required, and the reactions occur at ambient temperature in air. The...


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