Oxidative C–C Bond Cleavage of Aldehydes via Visible-Light Photoredox Catalysis

2013 ◽  
Vol 15 (3) ◽  
pp. 624-627 ◽  
Author(s):  
Hongnan Sun ◽  
Chao Yang ◽  
Fei Gao ◽  
Zhe Li ◽  
Wujiong Xia
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Photoredox Catalysis

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

ChemInform ◽  
2013 ◽  
Vol 44 (29) ◽  
pp. no-no
Author(s):  
Shaoqun Zhu ◽  
Arindam Das ◽  
Lan Bui ◽  
Hanjun Zhou ◽  
Dennis P. Curran ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Photoredox Catalysis ◽  
Cleavage Reactions

scholarly journals Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7051
Author(s):  
Lei Zhou
Keyword(s):  
Visible Light ◽  
Future Development ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Environmentally Benign ◽  
Personal Perspective ◽  
Photoredox Catalysis ◽  
Recent Advances ◽  
The Future ◽  
The Creation

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.

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 ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Photoredox Catalysis ◽  
Cleavage Reactions

ChemInform Abstract: Oxidative C-C Bond Cleavage of Aldehydes via Visible-Light Photoredox Catalysis.

ChemInform ◽  
2013 ◽  
Vol 44 (26) ◽  
pp. no-no
Author(s):  
Hongnan Sun ◽  
Chao Yang ◽  
Fei Gao ◽  
Zhe Li ◽  
Wujiong Xia
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Photoredox Catalysis

scholarly journals Visible-Light-Mediated Photocatalytic Oxidative C–C Bond Cleavage of Geminal Diazides: An Approach to Oxamates

SynOpen ◽  
2021 ◽  
Vol 05 (02) ◽  
pp. 152-157
Author(s):  
Duddu S. Sharada ◽  
Narenderreddy Katta ◽  
Arumugavel Murugan ◽  
Sonika Sharma
Keyword(s):  
Electron Transfer ◽  
Visible Light ◽  
Bond Cleavage ◽  
Organic Dye ◽  
Single Electron ◽  
Mechanistic Study ◽  
Single Electron Transfer ◽  
Photoredox Catalysis ◽  
The Past ◽  
Remarkable Progress

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.

scholarly journals Selective C–O Bond Cleavage of Lignin Systems and Polymers Enabled by Sequential Palladium-Catalyzed Aerobic Oxidation and Visible-Light Photoredox Catalysis

ACS Catalysis ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 2252-2260 ◽  
Author(s):  
Gabriel Magallanes ◽  
Markus D. Kärkäs ◽  
Irene Bosque ◽  
Sudarat Lee ◽  
Stephen Maldonado ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Aerobic Oxidation ◽  
Photoredox Catalysis ◽  
Palladium Catalyzed

Aerobic C-C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)3 2+

2017 ◽  
Vol 2017 (45) ◽  
pp. 6652-6659 ◽  
Author(s):  
Xiaochen Ji ◽  
Dongdong Li ◽  
Zhongzhen Wang ◽  
Muyun Tan ◽  
Huawen Huang ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Photoredox Catalysis

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.

Enantioselective Radical Functionalization of Imines and Iminium Intermediates via Visible Light Photoredox Catalysis

Synthesis ◽  
2020 ◽  
Author(s):  
Jia-Jia Zhao ◽  
Hong-Hao Zhang ◽  
Shouyun Yu
Keyword(s):  
Visible Light ◽  
Asymmetric Synthesis ◽  
Carbonyl Compounds ◽  
Asymmetric Reduction ◽  
Chemical Transformations ◽  
Photoredox Catalysis ◽  
Radical Coupling ◽  
Mild Conditions ◽  
Iminium Ions ◽  
Radical Functionalization

Visible light photoredox catalysis has recently emerged as a powerful tool for the development of new and valuable chemical transformations under mild conditions. Visible-light promoted enantioselective radical transformations of imines and iminium intermediates provide new opportunities for the asymmetric synthesis of amines and asymmetric β-functionalization of unsaturated carbonyl compounds. In this review, the advance in the catalytic asymmetric radical functionalization of imines, as well as iminium intermediates, are summarized. 1 Introduction 2 The enantioselective radical functionalization of imines 2.1 Asymmetric reduction 2.2 Asymmetric cyclization 2.3 Asymmetric addition 2.4 Asymmetric radical coupling 3 The enantioselective radical functionalization of iminium ions 3.1 Asymmetric radical alkylation 3.2 Asymmetric radical acylation 4 Conclusion

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