A Nonsymmetric Pincer-catalyzed Suzuki-Miyaura Arylation of Benzyl Halides and Other Nonactivated Unusual Coupling Partners

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2008 Oct 16

PMID 18855448

Citations 8

Authors

Blanca Ines

Isabel Moreno

Raul SanMartin

Esther Dominguez

Affiliations

Soon will be listed here.

Abstract

The catalytic activity of a PCN-type palladium pincer complex is evaluated in the construction of C(sp(2))-C(sp(2)) and C(sp(2))-C(sp(3)) bonds by Suzuki-Miyaura cross-couplings employing nontypical substrates such as benzyl halides, alpha-haloenones, or alkylboronic acids as coupling partners. Most of the reported reactions are achieved in aqueous media, with all of the advantages implied.

Citing Articles

Phase transfer catalysts shift the pathway to transmetalation in biphasic Suzuki-Miyaura cross-couplings.

Shi Y, Derasp J, Maschmeyer T, Hein J Nat Commun. 2024; 15(1):5436.

PMID: 38937470 PMC: 11211432. DOI: 10.1038/s41467-024-49681-4.

Palladium-scavenging self-assembled hybrid hydrogels - reusable highly-active green catalysts for Suzuki-Miyaura cross-coupling reactions.

Slavik P, Kurka D, Smith D Chem Sci. 2019; 9(46):8673-8681.

PMID: 30647883 PMC: 6301269. DOI: 10.1039/c8sc04561e.

Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst.

Wang M, Xue H, Ju F, Yang H Sci Rep. 2017; 7(1):7006.

PMID: 28765564 PMC: 5539156. DOI: 10.1038/s41598-017-06499-z.

Diarylmethanes through an Unprecedented Palladium-Catalyzed C-C Cross-Coupling of 1-(Aryl)methoxy-1 -Benzotriazoles with Arylboronic Acids.

Singh M, Lakshman M ChemCatChem. 2016; 7(24):4156-4162.

PMID: 27134687 PMC: 4847744. DOI: 10.1002/cctc.201500818.

Suzuki-Miyaura Cross-Coupling of Benzylic Bromides Under Microwave Conditions.

McDaniel S, Keyari C, Rider K, Natale N, Diaz P Tetrahedron Lett. 2011; 52(43):5656-5658.

PMID: 21966033 PMC: 3182109. DOI: 10.1016/j.tetlet.2011.08.096.