» Articles » PMID: 25829351

Copper-catalysed Cross-coupling: an Untapped Potential

Overview
Journal Org Biomol Chem
Specialties Biochemistry
Chemistry
Date 2015 Apr 2
PMID 25829351
Citations 30
Authors
Affiliations
Soon will be listed here.
Abstract

Copper is emerging as a viable catalytic metal for cross-coupling reactions to construct carbon-carbon (C-C) bonds. Recent revelations that Cu-catalysts can execute with high efficacy the cross-couplings of a variety of organometallic reagents, including organomagnesium, organoboron, organosilicon, organoindium and organomanganese, with alkyl, aryl and heteroaryl halides clearly demonstrate the versatility of Cu-based catalytic systems in conducting these reactions. In addition, Cu-catalysts are exhibiting a unique reactivity pattern that allows ligandless cross-coupling for aryl-heteroaryl and heteroaryl-heteroaryl bond formation, a transformation that generally requires special custom-designed ligands with Pd-catalysts. This review summarises early discoveries and subsequent advancements made in the area of Cu-catalysed cross-couplings of organometallic reagents with organohalides to form C-C bonds.

Citing Articles

Novel nickel-immobilized-SiO-TiO fine particles in the presence of cetyltrimethylammonium bromide as a catalyst for ultrasound-assisted-Kumada cross-coupling reaction.

Agustiningsih D, Kunarti E, Nuryono N, Santosa S, Darussalam Mardjan M, Kamiya Y Heliyon. 2024; 10(14):e34614.

PMID: 39130425 PMC: 11315103. DOI: 10.1016/j.heliyon.2024.e34614.


URJC-1: Stable and Efficient Catalyst for O-Arylation Cross-Coupling.

Garcia-Rojas E, Leo P, Tapiador J, Martos C, Orcajo G Nanomaterials (Basel). 2024; 14(13).

PMID: 38998707 PMC: 11243573. DOI: 10.3390/nano14131103.


Organophosphates as Versatile Substrates in Organic Synthesis.

Oeser P, Tobrman T Molecules. 2024; 29(7).

PMID: 38611872 PMC: 11154425. DOI: 10.3390/molecules29071593.


Experimental and computational insights into the mechanism of the copper(i)-catalysed sulfonylative Suzuki-Miyaura reaction.

Hall C, Sneddon H, Pogany P, Lindsay D, Kerr W Chem Sci. 2023; 14(24):6738-6755.

PMID: 37350817 PMC: 10284122. DOI: 10.1039/d3sc01337e.


Formal Cross-Coupling of Amines and Carboxylic Acids to Form sp-sp Carbon-Carbon Bonds.

Douthwaite J, Zhao R, Shim E, Mahjour B, Zimmerman P, Cernak T J Am Chem Soc. 2023; 145(20):10930-10937.

PMID: 37184831 PMC: 10214451. DOI: 10.1021/jacs.2c11563.