TBHP mediated oxidation of N-2-alkynylphenyl α-amino carbonyl compounds to oxalic amides using visible light photoredox catalysis and their application in the synthesis of 2-aryl indoles

RSC Advances ◽  
2015 ◽  
Vol 5 (23) ◽  
pp. 17383-17388 ◽  
Author(s):  
Wei Liu ◽  
Sheng Liu ◽  
Hongqi Xie ◽  
Zhixing Qing ◽  
Jianguo Zeng ◽  
...  
Keyword(s):  
Visible Light ◽  
Carbonyl Compounds ◽  
Photoredox Catalysis ◽  
Mediated Oxidation

Visible light promoted the oxidation of compounds 1 to amides 2 which were easily transferred to compounds 12.

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

Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis

2017 ◽  
Vol 15 (39) ◽  
pp. 8295-8301 ◽  
Author(s):  
Jyoti Nandi ◽  
John M. Ovian ◽  
Christopher B. Kelly ◽  
Nicholas E. Leadbeater
Keyword(s):  
Visible Light ◽  
Photoredox Catalysis ◽  
Oxidative Amidation ◽  
Mediated Oxidation

The merger of oxoammonium cation mediated oxidation with visible-light photoredox catalysis is demonstrated in the oxidative amidation of aldehydes and alcohols.

Oxidation of α-trifluoromethyl and non-fluorinated alcoholsviathe merger of oxoammonium cations and photoredox catalysis

2018 ◽  
Vol 16 (25) ◽  
pp. 4715-4719 ◽  
Author(s):  
Vincent A. Pistritto ◽  
Joshua M. Paolillo ◽  
Kathryn A. Bisset ◽  
Nicholas E. Leadbeater
Keyword(s):  
Visible Light ◽  
Photoredox Catalysis ◽  
Fluorinated Alcohols ◽  
Mediated Oxidation

The merger of oxoammonium cation mediated oxidation with visible-light photoredox catalysis is demonstrated in the oxidation of α-trifluoromethyl and non-fluorinated alcohols.

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.

ChemInform Abstract: Direct α-Arylation of α-Amino Carbonyl Compounds with Indoles Using Visible Light Photoredox Catalysis.

ChemInform ◽  
2013 ◽  
Vol 44 (6) ◽  
pp. no-no
Author(s):  
Zhi-Qiang Wang ◽  
Ming Hu ◽  
Xiao-Cheng Huang ◽  
Lu-Bing Gong ◽  
Ye-Xiang Xie ◽  
...  
Keyword(s):  
Visible Light ◽  
Carbonyl Compounds ◽  
Photoredox Catalysis

Direct α-Arylation of α-Amino Carbonyl Compounds with Indoles Using Visible Light Photoredox Catalysis

2012 ◽  
Vol 77 (19) ◽  
pp. 8705-8711 ◽  
Author(s):  
Zhi-Qiang Wang ◽  
Ming Hu ◽  
Xiao-Cheng Huang ◽  
Lu-Bing Gong ◽  
Ye-Xiang Xie ◽  
...  
Keyword(s):  
Visible Light ◽  
Carbonyl Compounds ◽  
Photoredox Catalysis

Combining Oxoammonium Cation Mediated Oxidation and Photoredox Catalysis for the Conversion of Aldehydes into Nitriles

Synlett ◽  
2018 ◽  
Vol 29 (16) ◽  
pp. 2185-2190 ◽  
Author(s):  
Nicholas Leadbeater ◽  
Jyoti Nandi ◽  
Mason Witko
Keyword(s):  
Visible Light ◽  
Nitrogen Source ◽  
Catalytic System ◽  
Aromatic Aldehydes ◽  
Ammonium Persulfate ◽  
Photoredox Catalysis ◽  
Mediated Oxidation

A method to oxidize aromatic aldehydes to nitriles has been developed. It involves a dual catalytic system of 4-acetamido-TEMPO and visible-light photoredox catalysis. The reaction is performed using ammonium persulfate as both the terminal oxidant and nitrogen source.

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.

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