Homogeneous Catalyzed Aryl–Aryl Cross-Couplings in Flow

The Cross ◽

Biaryl Compounds

AbstractAryl–aryl cross-coupling reactions are important reactions for the production of various biaryl compounds. This short review covers the various aryl–aryl cross-coupling reactions carried out in flow, focusing on the metal species of the aryl nucleophiles used in the cross-coupling reactions.1 Introduction2 Suzuki–Miyaura Coupling (B)3 Migita–Kosugi–Stille Coupling (Sn)4 Negishi Coupling (Zn)5 Kumada–Tamao–Corriu Coupling (Mg)6 Murahashi Coupling (Li)7 Conclusion

Cross-Coupling Reactions of Double or Triple Electrophilic Templates for Alkene Synthesis

Synthesis ◽

10.1055/s-0040-1707270 ◽

2020 ◽

Vol 53 (02) ◽

pp. 255-266

Author(s):

Tomáš Tobrman ◽

Tereza Edlová ◽

Marek Čubiňák

Keyword(s):

Double Bond ◽

Cross Coupling ◽

Short Review ◽

Coupling Reactions ◽

Halogen Atoms ◽

The Cross ◽

Alkene Synthesis

AbstractThis short review summarizes the latest advances in the cross-coupling reactions of double and triple electrophilic templates bearing halogen atoms and an activated C–O bond. Reactions involving the formation of a C–C bond as part of di-, tri-, and tetrasubstituted double bond systems are highlighted.1 Introduction2 Cross-Coupling Reactions of Halovinyl Tosylates3 Cross-Coupling Reactions of Halovinyl Triflates4 Cross-Coupling Reactions of Halovinyl Phosphates5 Cross-Coupling Reactions of Halovinyl Esters6 Conclusion

ChemInform Abstract: The Use of a Bifunctional Copper Catalyst in the Cross-Coupling Reactions of Aryl and Heteroaryl Halides with Terminal Alkynes.

ChemInform ◽

10.1002/chin.200850088 ◽

2008 ◽

Vol 39 (50) ◽

Author(s):

Minyan Wu ◽

Jincheng Mao ◽

Jun Guo ◽

Shunjun Ji

Keyword(s):

Copper Catalyst ◽

Cross Coupling ◽

Coupling Reactions ◽

Terminal Alkynes ◽

Iron-Catalyzed Cross-Coupling: Mechanistic Insight for Rational Applications in Synthesis

Synthesis ◽

10.1055/s-0036-1588428 ◽

2017 ◽

Vol 49 (15) ◽

pp. 3269-3280 ◽

Cited By ~ 16

Author(s):

Tobias Parchomyk ◽

Konrad Koszinowski

Keyword(s):

Catalyst Activity ◽

Cross Coupling ◽

Short Review ◽

Coupling Reactions ◽

Open Questions ◽

Carbon Carbon Bonds ◽

Bond Homolysis ◽

Molecular Complexity ◽

Synthetic Application

Iron-catalyzed cross-coupling reactions provide a promising way to form new carbon–carbon bonds and build up molecular complexity. This short review presents recent advances in the synthetic application of these reactions as well as in the elucidation of their mechanism. It also highlights remaining problems and aims at pointing out ways toward possible remedies.1 Introduction2 Synthesis: Recent Accomplishments and Unsolved Problems2.1 Substrate Scope: Electrophiles2.2 Substrate Scope: Nucleophiles2.3 Catalyst Activity and Chemoselectivity2.4 Stereoselectivity2.5 Practical Aspects3 Mechanism: Recent Insights and Open Questions3.1 Transmetallation and Activation of the Iron Precatalyst3.2 Coupling via Oxidative Addition and Reductive Elimination3.3 Coupling via C–X Bond Homolysis and Radical Rebound3.4 Coupling via Bimolecular C–X Bond Homolysis3.5 Other Reactions of Organoiron Species with Electrophiles4 Toward Rational Reaction Improvement5 Conclusion

Metal-free cross-coupling of π-conjugated triazenes with unactivated arenes via photoactivation

Organic Chemistry Frontiers ◽

10.1039/c8qo00938d ◽

2019 ◽

Vol 6 (2) ◽

pp. 152-161 ◽

Cited By ~ 6

Author(s):

Enrique Barragan ◽

Anurag Noonikara Poyil ◽

Chou-Hsun Yang ◽

Haobin Wang ◽

Alejandro Bugarin

Keyword(s):

Cross Coupling ◽

Coupling Reactions ◽

Metal Free ◽

Biaryl Compounds

A metal-free synthesis of biaryl compounds was achieved under photo-irradiation, which represents a milder alternative for cross-coupling reactions.

Nano copper oxide catalyzed synthesis of symmetrical diaryl sulfides under ligand free conditions

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.7.101 ◽

2011 ◽

Vol 7 ◽

pp. 886-891 ◽

Cited By ~ 38

Author(s):

K Harsha Vardhan Reddy ◽

V Prakash Reddy ◽

A Ashwan Kumar ◽

G Kranthi ◽

YVD Nageswar

Keyword(s):

Copper Oxide ◽

Cross Coupling ◽

Potassium Thiocyanate ◽

Copper Oxide Nanoparticles ◽

Aryl Halides ◽

Oxide Nanoparticles ◽

Coupling Reactions ◽

Ligand Free ◽

Potassium thiocyanate acts as an efficient sulfur surrogate in C–S cross-coupling reactions mediated by recyclable copper oxide nanoparticles under ligand free conditions. This protocol avoids foul smelling thiols, for the synthesis of a variety of symmetrical diaryl sulfides, via the cross-coupling of different aryl halides with potassium thiocyanate, affording corresponding products in moderate to excellent yields.

1,3,4-Oxadiazoles as luminescent materials for organic light emitting diodes via cross-coupling reactions

Journal of Materials Chemistry C ◽

10.1039/c6tc03003c ◽

2016 ◽

Vol 4 (37) ◽

pp. 8596-8610 ◽

Cited By ~ 41

Author(s):

A. Paun ◽

N. D. Hadade ◽

C. C. Paraschivescu ◽

M. Matache

Keyword(s):

Light Emitting Diodes ◽

Cross Coupling ◽

Literature Survey ◽

Organic Light Emitting Diodes ◽

Luminescent Materials ◽

Coupling Reactions ◽

Light Emitting ◽

Organic Light ◽

A literature survey of the cross-coupling reactions in the preparation of 1,3,4-oxadiazole compounds as useful materials for OLEDs is described.

Functionalized α,β-ynones: efficient ligand for Cu catalyzed Sonogashira-type cross-coupling reaction

RSC Advances ◽

10.1039/c6ra23742h ◽

2016 ◽

Vol 6 (111) ◽

pp. 109296-109300 ◽

Cited By ~ 2

Author(s):

Xian Wang ◽

Zhenhua Wang ◽

Zunyuan Xie ◽

Guofang Zhang ◽

Weiqiang Zhang ◽

...

Keyword(s):

Coupling Reaction ◽

Cross Coupling ◽

Coupling Reactions ◽

Terminal Alkynes ◽

Aryl Iodides ◽

Cross Coupling Reaction ◽

1,3-Yones as σ-, π-electron donating ligands significantly accelerated the cross-coupling reactions of aryl iodides with terminal alkynes, in which as low as 0.1 to 1 mol% of CuI were efficiently activated.