Literature DB >> 17164903

The Heck-Mizoroki cross-coupling reaction: a mechanistic perspective.

Jonathan P Knowles1, Andrew Whiting.   

Abstract

The Heck-Mizoroki cross-coupling reaction is an important part of the synthetic chemist's toolbox, and it has been applied to a huge variety of different substrates. In contrast, the mechanism of the process is much less studied, and consequently less understood. There have been numerous studies reported over recent years, both experimental and theoretical, aimed at uncovering the inner working of this palladium-mediated coupling process. This perspective aims to review and compare these works and to provide an up-to-date view of this reaction.

Entities:  

Year:  2006        PMID: 17164903     DOI: 10.1039/b611547k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  17 in total

1.  Computational study of the Sonogashira cross-coupling reaction in the gas phase and in dichloromethane solution.

Authors:  Lauri Sikk; Jaana Tammiku-Taul; Peeter Burk; András Kotschy
Journal:  J Mol Model       Date:  2011-12-10       Impact factor: 1.810

2.  Manipulating micellar environments for enhancing transition metal-catalyzed cross-couplings in water at room temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai; Wendy Wen Yi Leong; Benjamin R Taft; Daniel V Krogstad
Journal:  J Org Chem       Date:  2011-05-19       Impact factor: 4.354

3.  Palladium-catalyzed oxidative arylhalogenation of alkenes: synthetic scope and mechanistic insights.

Authors:  Dipannita Kalyani; Andrew D Satterfield; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2010-06-23       Impact factor: 15.419

4.  Microwave-Assisted Direct Biaryl Coupling: First Application to the Synthesis of Aporphines.

Authors:  Sandeep Chaudhary; Stevan Pecic; Onica Legendre; Wayne W Harding
Journal:  Tetrahedron Lett       Date:  2009-05-20       Impact factor: 2.415

5.  A New Paradigm in Enantioselective Cobalt Catalysis: Cationic Cobalt(I) Catalysts for Heterodimerization, Cycloaddition, and Hydrofunctionalization Reactions of Olefins.

Authors:  Souvagya Biswas; Mahesh M Parsutkar; Stanley M Jing; Vinayak V Pagar; James H Herbort; T V RajanBabu
Journal:  Acc Chem Res       Date:  2021-11-30       Impact factor: 22.384

6.  Mechanistic study of beta-hydrogen elimination from organoplatinum(II) enolate complexes.

Authors:  Erik J Alexanian; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-10-28       Impact factor: 15.419

7.  Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines.

Authors:  Susan Kelleher; Pierre-Yves Quesne; Paul Evans
Journal:  Beilstein J Org Chem       Date:  2009-11-25       Impact factor: 2.883

8.  Simplifying nickel(0) catalysis: an air-stable nickel precatalyst for the internally selective benzylation of terminal alkenes.

Authors:  Eric A Standley; Timothy F Jamison
Journal:  J Am Chem Soc       Date:  2013-01-14       Impact factor: 15.419

9.  Theoretical bond dissociation energies of halo-heterocycles: trends and relationships to regioselectivity in palladium-catalyzed cross-coupling reactions.

Authors:  Yeimy Garcia; Franziska Schoenebeck; Claude Y Legault; Craig A Merlic; K N Houk
Journal:  J Am Chem Soc       Date:  2009-05-13       Impact factor: 15.419

10.  Transmetallation versus β-hydride elimination: the role of 1,4-benzoquinone in chelation-controlled arylation reactions with arylboronic acids.

Authors:  Christian Sköld; Jonatan Kleimark; Alejandro Trejos; Luke R Odell; Sten O Nilsson Lill; Per-Ola Norrby; Mats Larhed
Journal:  Chemistry       Date:  2012-02-28       Impact factor: 5.236

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