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Literature DB >> 30414339

Visible-Light Photocatalysis of the Ketyl Radical Coupling Reaction.

Qing Xia¹, Jianyang Dong¹, Hongjian Song¹, Qingmin Wang^1,2.

Abstract

Ketyl radical coupling reactions for the construction of diversely functionalized alcohols have been continuously developed for many decades. Based on the recently widespread application of photocatalysis, ketyl radical coupling reactions have also witnessed rapid development. This Minireview aims to briefly and concisely summarize the methods to construct ketyl radical intermediates through visible-light photocatalysis over the past 10 years. The ketyl-radical-generation activators are grouped as Lewis acids, Brønsted acids, in situ generated Brønsted acids, and others.

Entities: Chemical

Keywords: coupling reactions; electron transfer; ketyl radical; photocatalysis; radical reactions

Year: 2018 PMID： 30414339 DOI： 10.1002/chem.201804873

Source DB: PubMed Journal: Chemistry ISSN： 0947-6539 Impact factor: 5.236

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Cited

10 in total

1. Catalytic defluorinative ketyl-olefin coupling by halogen-atom transfer.

Authors: Peter Bellotti; Huan-Ming Huang; Teresa Faber; Ranjini Laskar; Frank Glorius
Journal: Chem Sci Date: 2022-06-10 Impact factor: 9.969

2. Diastereoselective and enantioselective photoredox pinacol coupling promoted by titanium complexes with a red-absorbing organic dye.

Authors: Francesco Calogero; Giandomenico Magagnano; Simone Potenti; Francesco Pasca; Andrea Fermi; Andrea Gualandi; Paola Ceroni; Giacomo Bergamini; Pier Giorgio Cozzi
Journal: Chem Sci Date: 2022-04-21 Impact factor: 9.969

3. Cross-Selective Aza-Pinacol Coupling via Atom Transfer Catalysis.

Authors: Sean M Rafferty; Joy E Rutherford; Lumin Zhang; Lu Wang; David A Nagib
Journal: J Am Chem Soc Date: 2021-04-08 Impact factor: 15.419

4. Visible-light photoredox-catalyzed umpolung carboxylation of carbonyl compounds with CO₂.

Authors: Guang-Mei Cao; Xin-Long Hu; Li-Li Liao; Si-Shun Yan; Lei Song; Jason J Chruma; Li Gong; Da-Gang Yu
Journal: Nat Commun Date: 2021-06-03 Impact factor: 14.919

5. Radical Addition of Dihydroquinoxalin-2-ones to Trifluoromethyl Ketones under Visible-Light Photoredox Catalysis.

Authors: Jaume Rostoll-Berenguer; María Martín-López; Gonzalo Blay; José R Pedro; Carlos Vila
Journal: J Org Chem Date: 2022-07-05 Impact factor: 4.198

6. Ruthenium catalyzed β-selective alkylation of vinylpyridines with aldehydes/ketones via N₂H₄ mediated deoxygenative couplings.

Authors: Leiyang Lv; Chao-Jun Li
Journal: Chem Sci Date: 2020-12-30 Impact factor: 9.825

Visible-Light Photocatalysis of the Ketyl Radical Coupling Reaction.

1. Catalytic defluorinative ketyl-olefin coupling by halogen-atom transfer.

2. Diastereoselective and enantioselective photoredox pinacol coupling promoted by titanium complexes with a red-absorbing organic dye.

3. Cross-Selective Aza-Pinacol Coupling via Atom Transfer Catalysis.

4. Visible-light photoredox-catalyzed umpolung carboxylation of carbonyl compounds with CO₂.

5. Radical Addition of Dihydroquinoxalin-2-ones to Trifluoromethyl Ketones under Visible-Light Photoredox Catalysis.

6. Ruthenium catalyzed β-selective alkylation of vinylpyridines with aldehydes/ketones via N₂H₄ mediated deoxygenative couplings.

7. Catalytic Generation and Use of Ketyl Radical from Unactivated Aliphatic Carbonyl Compounds.

8. Light-enabled metal-free pinacol coupling by hydrazine.

9. A visible-light Paternò-Büchi dearomatisation process towards the construction of oxeto-indolinic polycycles.

10. Nickel-catalyzed electrochemical carboxylation of unactivated aryl and alkyl halides with CO₂.