Photoredox sheds new light on nickel catalysis: from carbon–carbon to carbon–heteroatom bond formation

2016 ◽  
Vol 3 (4) ◽  
pp. 522-526 ◽  
Author(s):  
Yong-Yuan Gui ◽  
Liang Sun ◽  
Zhi-Peng Lu ◽  
Da-Gang Yu
Keyword(s):  
Bond Formation ◽  
Nickel Catalysis ◽  
Recent Emergence ◽  
Dual Catalysis

Recent emergence of photoredox/nickel dual catalysis to generate carbon–carbon and carbon–heteroatom bonds is highlighted.

Borates as a Traceless Activation Group for Intermolecular Alkylarylation of Ethylene through Photoredox/Nickel Dual Catalysis

Synlett ◽  
2020 ◽  
Author(s):  
Shengqing Zhu ◽  
Lingling Chu ◽  
Xiaoliang Feng ◽  
Lei Guo
Keyword(s):  
Functional Groups ◽  
Aryl Halides ◽  
Nickel Catalysis ◽  
Mild Conditions ◽  
Dual Catalysis

AbstractA formal ethylene alkylarylation reaction with aryl halides and alkyl oxalates enabled by synergistic photoredox/nickel catalysis is reported. This protocol takes advantage of borates as a traceless activation group, achieving the formal ethylene difunctionalized products via a catalytic three-component 1,2-alkylarylation of vinyl borate followed by a base-assisted deborylation process. The mild conditions allow for excellent functional groups compatibility and broad substrate scope.

ChemInform Abstract: Photoredox Sheds New Light on Nickel Catalysis: From Carbon-Carbon to Carbon-Heteroatom Bond Formation

ChemInform ◽  
2016 ◽  
Vol 47 (22) ◽  
Author(s):  
Yong-Yuan Gui ◽  
Liang Sun ◽  
Zhi-Peng Lu ◽  
Da-Gang Yu
Keyword(s):  
Bond Formation ◽  
Nickel Catalysis

ChemInform Abstract: Room Temperature C-P Bond Formation Enabled by Merging Nickel Catalysis and Visible-Light-Induced Photoredox Catalysis.

ChemInform ◽  
2015 ◽  
Vol 46 (32) ◽  
pp. no-no
Author(s):  
Jun Xuan ◽  
Ting-Ting Zeng ◽  
Jia-Rong Chen ◽  
Liang-Qiu Lu ◽  
Wen-Jing Xiao
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Bond Formation ◽  
Nickel Catalysis ◽  
Photoredox Catalysis

Room Temperature CP Bond Formation Enabled by Merging Nickel Catalysis and Visible-Light-Induced Photoredox Catalysis

2015 ◽  
Vol 21 (13) ◽  
pp. 4962-4965 ◽  
Author(s):  
Jun Xuan ◽  
Ting-Ting Zeng ◽  
Jia-Rong Chen ◽  
Liang-Qiu Lu ◽  
Wen-Jing Xiao
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Bond Formation ◽  
Nickel Catalysis ◽  
Photoredox Catalysis

scholarly journals Primary alkyl bis-catecholato silicates in dual photoredox/nickel catalysis: aryl- and heteroaryl-alkyl cross coupling reactions

2016 ◽  
Vol 3 (4) ◽  
pp. 462-465 ◽  
Author(s):  
Christophe Lévêque ◽  
Ludwig Chenneberg ◽  
Vincent Corcé ◽  
Jean-Philippe Goddard ◽  
Cyril Ollivier ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Cross Coupling Reactions ◽  
Dual Catalysis

Primary alkyl bis-catecholato silicates have been successfully engaged with aryl and heteroaryl bromide substrates in photoredox/nickel dual catalysis to provide cross coupling products.

Carbonyl-Photoredox/Metal Dual Catalysis: Applications in Organic Synthesis

Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3493-3510
Author(s):  
Hong-Xi Li ◽  
Da-Liang Zhu ◽  
David James Young
Keyword(s):  
Bond Formation ◽  
Short Review ◽  
Hydrogen Atom Transfer ◽  
Aryl Halides ◽  
Single Electron Transfer ◽  
Carbonyl Complexes ◽  
Keto Esters ◽  
Aryl Bromides ◽  
Dual Catalysis ◽  
Transfer Agents

Photoredox/metal dual catalysis is a versatile tandem methodology to construct carbon–carbon and carbon–heteroatom bonds. The focus of this short review is the application of this technology to C(sp3)–C(sp3), C(sp3)–C(sp2), C(sp2)–C(sp2), C(sp2)–O, and C(sp3)–O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents.1 Introduction2 Homocoupling of Aryl Halides3 Functionalization of C(sp3)–H Bonds3.1 Dehydrogenation of Alkanes3.2 Arylation/Alkylation3.3 Carboxylation3.4 Acylation3.5 Hydroalkylation of Olefins3.6 Hydroalkylation of Imines4 Benzoylation of Aryl Bromides5 Aryl Esterification6 Oxidation of β-Keto Esters7 Conclusions and Future Outlook

scholarly journals Nickel-Catalyzed Decarbonylative Stannylation of Acyl Fluorides under Ligand-Free Conditions

Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1671 ◽  
Author(s):  
Xiu Wang ◽  
Zhenhua Wang ◽  
Li Liu ◽  
Yuya Asanuma ◽  
Yasushi Nishihara
Keyword(s):  
Functional Group ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Nickel Catalysis ◽  
Stille Reaction ◽  
One Pot ◽  
Cesium Fluoride ◽  
Ligand Free ◽  
Synthetic Utility ◽  
Direct Formation

Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of benzoyl fluoride, giving rise to the direct formation of the corresponding cross-coupled products, further demonstrated the synthetic utility of the present method. This newly developed methodology with a good functional-group compatibility via C–F bond cleavage and C–Sn bond formation under nickel catalysis opens a new area for the functionalization of acyl fluorides in terms of carbon-heteroatom bond formation.

Photocatalysis in Dual Catalysis Systems for Carbon‐Nitrogen Bond Formation

2020 ◽  
Author(s):  
Swati Singh ◽  
Vishal Jyoti Roy ◽  
Neha Dagar ◽  
Partha Pratim Sen ◽  
Sudipta Raha Roy
Keyword(s):  
Bond Formation ◽  
Dual Catalysis ◽  
Nitrogen Bond
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