Literature DB >> 16235910

Efficient cross-coupling of functionalized arylzinc halides catalyzed by a nickel chloride-diethyl phosphite system.

Andrei Gavryushin1, Christiane Kofink, Georg Manolikakes, Paul Knochel.   

Abstract

[reaction: see text] The combination of diethyl phosphite and DMAP as ligands for nickel in an 8:1 THF-N-ethylpyrrolidinone (NEP) mixture allows a very efficient cross-coupling reaction to be performed between various functionalized arylzinc halides and aryl bromides, triflates and activated chlorides. The reaction proceeds at 25 degrees C within 1-48 h and requires only 0.05 mol % of the nickel catalyst.

Entities:  

Year:  2005        PMID: 16235910     DOI: 10.1021/ol051615+

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors:  Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal:  Chem Rev       Date:  2010-12-06       Impact factor: 60.622

2.  N-Heterocyclic Carbene Bound Nickel(I) Complexes and Their Roles in Catalysis.

Authors:  Kainan Zhang; Martin Conda-Sheridan; Shayna Cooke; Janis Louie
Journal:  Organometallics       Date:  2011-05-09       Impact factor: 3.876

3.  Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents.

Authors:  Paul Knochel; Matthias A Schade; Sebastian Bernhardt; Georg Manolikakes; Albrecht Metzger; Fabian M Piller; Christoph J Rohbogner; Marc Mosrin
Journal:  Beilstein J Org Chem       Date:  2011-09-13       Impact factor: 2.883

4.  When Weaker Can Be Tougher: The Role of Oxidation State (I) in P- vs N-Ligand-Derived Ni-Catalyzed Trifluoromethylthiolation of Aryl Halides.

Authors:  Indrek Kalvet; Qianqian Guo; Graham J Tizzard; Franziska Schoenebeck
Journal:  ACS Catal       Date:  2017-01-31       Impact factor: 13.084

  4 in total

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