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.

scholarly journals α-Arylation of Amides from α-Halo Amides Using Metal-Catalyzed Cross-Coupling Reactions

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 178-184 ◽  
Author(s):  
E. Barde ◽  
A. Guérinot ◽  
J. Cossy
Keyword(s):  
Palladium Catalysis ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Organometallic Reagents ◽  
Iron Catalysis ◽  
Cross Coupling Reactions ◽  
Metal Catalyzed

Metal-catalyzed α-arylation of amides from α-halo amides with organometallic reagents is reviewed. The article includes Suzuki–Miyaura, Kumada–Corriu, Negishi, and Hiyama cross-coupling reactions.1 Introduction2 Suzuki–Miyaura Cross-Coupling2.1 Palladium Catalysis2.2 Nickel Catalysis3 Kumada–Corriu Cross-Coupling3.1 Nickel Catalysis3.2 Iron Catalysis3.3 Cobalt Catalysis4 Negishi Cross-Coupling5 Hiyama Cross-Coupling6 Conclusion

scholarly journals Modification of Azobenzenes by Cross-Coupling Reactions

Synthesis ◽  
2021 ◽  
Author(s):  
Anne Staubitz ◽  
Melanie Walther ◽  
Waldemar Kipke ◽  
Sven Schultzke ◽  
Souvik Ghosh
Keyword(s):  
Late Stage ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Molecular Switches ◽  
Copper Catalysis ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Cross Coupling Reactions ◽  
Recent Developments

AbstractAzobenzenes are among the most extensively used molecular switches for many different applications. The need to tailor them to the required task often requires further functionalization. Cross-coupling reactions are ideally suited for late-stage modifications. This review provides an overview of recent developments in the modification of azobenzene and its derivatives by cross-coupling reactions.1 Introduction2 Azobenzenes as Formally Electrophilic Components2.1 Palladium Catalysis2.2 Nickel Catalysis2.3 Copper Catalysis2.4 Cobalt Catalysis3 Azobenzenes as Formally Nucleophilic Components3.1 Palladium Catalysis3.2 Copper Catalysis3.3 C–H Activation Reactions4 Azobenzenes as Ligands in Catalysts5 Diazocines5.1 Synthesis5.2 Cross-Coupling Reactions6 Conclusion

Transition-Metal-Catalyzed Suzuki–Miyaura-Type Cross-Coupling Reactions of π-Activated Alcohols

Synthesis ◽  
2020 ◽  
Vol 52 (05) ◽  
pp. 645-659
Author(s):  
Sunisa Akkarasamiyo ◽  
Somsak Ruchirawat ◽  
Poonsaksi Ploypradith ◽  
Joseph S. M. Samec
Keyword(s):  
Transition Metal ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Rhodium Catalysis ◽  
Propargylic Alcohols ◽  
Cross Coupling Reactions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The Suzuki–Miyaura reaction is one of the most powerful tools for the formation of carbon–carbon bonds in organic synthesis. The utilization of alcohols in this powerful reaction is a challenging task. This short review covers progress in the transition-metal-catalyzed Suzuki­–Miyaura-type cross-coupling reaction of π-activated alcohol, such as aryl, benzylic, allylic, propargylic and allenic alcohols, between 2000 and June 2019.1 Introduction2 Suzuki–Miyaura Cross-Coupling Reactions of Aryl Alcohols2.1 One-Pot Reactions with Pre-activation of the C–O Bond2.1.1 Palladium Catalysis2.1.2 Nickel Catalysis2.2 Direct Activation of the C–O Bond2.2.1 Nickel Catalysis3 Suzuki–Miyaura-Type Cross-Coupling Reactions of Benzylic Alcohols4 Suzuki–Miyaura-Type Cross-Coupling Reactions of Allylic Alcohols4.1 Rhodium Catalysis4.2 Palladium Catalysis4.3 Nickel Catalysis4.4 Stereospecific Reactions4.5 Stereoselective Reactions4.6 Domino Reactions5 Suzuki–Miyaura-Type Cross-Coupling Reactions of Propargylic Alcohols5.1 Palladium Catalysis5.2 Rhodium Catalysis6 Suzuki–Miyaura-Type Cross-Coupling Reactions of Allenic Alcohols6.1 Palladium Catalysis6.2 Rhodium Catalysis7 Conclusions

Transition-Metal-Catalyzed Cross-Coupling Reactions of Grignard Reagents

Synthesis ◽  
2020 ◽  
Author(s):  
Zoltán Hell ◽  
Kinga Juhász ◽  
Ágnes Magyar
Keyword(s):  
Transition Metal ◽  
Transition Metals ◽  
Cross Coupling ◽  
Biologically Active ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Cross Coupling Reactions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

AbstractTransition-metal-catalyzed cross-coupling of organo­halides, ethers, sulfides, amines, and alcohols (and derivatives thereof) with Grignard reagents, known as the Kumada–Tamao–Corriu reaction, can be used to prepare important intermediates in the synthesis of numerous­ biologically active compounds. The most frequently used transition metals are nickel, palladium, and iron, but there are several examples for cross-coupling reactions catalyzed by copper, cobalt, manganese, chromium, etc. salts and complexes. The aim of this review is to summarize the most important transition-metal-catalyzed cross-coupling reactions realized in the period 2000 to 2020.1 Introduction2 Nickel Catalysis3 Palladium Catalysis4 Iron Catalysis5 Catalysis by Other Transition Metals5.1 Cobalt Catalysis5.2 Copper Catalysis5.3 Manganese Catalysis5.4 Chromium Catalysis6 Conclusion

scholarly journals Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C–O Bond Activation

2021 ◽  
Author(s):  
Wesley Pein ◽  
Eric Wiensch ◽  
John Montgomery
Keyword(s):  
Bond Activation ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Silyl Ethers ◽  
Cross Coupling Reactions ◽  
Boronic Esters ◽  
Directing Group ◽  
Aromatic Systems ◽  
Oxygen Bond

A mild method to convert silyloxyarenes to pinacol boronic esters using nickel catalysis is described. In contrast to other borylation protocols of relatively inert C–O bonds, the method is competent in activating the carbon-oxygen bond of silyloxyarenes in isolated aromatic systems lacking a directing group. The catalytic functionalization of benzyl silyl ethers was also achieved under these conditions. Orthogonal reactivity of silyloxyarenes vs other electrophiles was demonstrated in the case of several cross-coupling reactions wherein the unaffected silyloxarene could be functionalized subsequently.

scholarly journals Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C–O Bond Activation

2021 ◽  
Author(s):  
Wesley Pein ◽  
Eric Wiensch ◽  
John Montgomery
Keyword(s):  
Bond Activation ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Silyl Ethers ◽  
Cross Coupling Reactions ◽  
Boronic Esters ◽  
Directing Group ◽  
Aromatic Systems ◽  
Oxygen Bond

A mild method to convert silyloxyarenes to pinacol boronic esters using nickel catalysis is described. In contrast to other borylation protocols of relatively inert C–O bonds, the method is competent in activating the carbon-oxygen bond of silyloxyarenes in isolated aromatic systems lacking a directing group. The catalytic functionalization of benzyl silyl ethers was also achieved under these conditions. Orthogonal reactivity of silyloxyarenes vs other electrophiles was demonstrated in the case of several cross-coupling reactions wherein the unaffected silyloxarene could be functionalized subsequently.

Nickel Catalysis Enables Oxidative C(sp2 )-H/C(sp2 )-H Cross-Coupling Reactions between Two Heteroarenes

2016 ◽  
Vol 128 (40) ◽  
pp. 12463-12467 ◽  
Author(s):  
Yangyang Cheng ◽  
Yimin Wu ◽  
Guangyin Tan ◽  
Jingsong You
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Cross Coupling Reactions
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