Literature DB >> 10930267

Ni(II)/Zn-Mediated chemoselective arylation of aromatic aldehydes: facile synthesis of diaryl carbinols

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Abstract

Direct arylation of aromatic aldehydes with aryl bromides in the presence of Ni(II)/Zn was investigated. The choice of ligand in this nickel-catalyzed coupling was critical to the formation of the secondary alcohols. Monodentate phosphine ligands were ineffective, whereas NiBr(2)(dppe)/Zn successfully catalyzed this reductive coupling reaction. The reaction conditions were mild and diarylcarbinols with a variety of functional groups such as ketone, ester, amide, and nitrile groups were readily prepared.

Entities:  

Year:  2000        PMID: 10930267     DOI: 10.1021/ol006064w

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


  4 in total

1.  Rhodium-Catalyzed Aldehyde Arylation via Formate-Mediated Transfer Hydrogenation: Beyond Metallic Reductants in Grignard/Nozaki-Hiyami-Kishi-Type Addition.

Authors:  Robert A Swyka; Wandi Zhang; Jeffery Richardson; J Craig Ruble; Michael J Krische
Journal:  J Am Chem Soc       Date:  2019-01-29       Impact factor: 15.419

2.  Dialkyl Ether Formation by Nickel-Catalyzed Cross-Coupling of Acetals and Aryl Iodides.

Authors:  Kevin M Arendt; Abigail G Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

3.  Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes To Form Hindered Secondary Alcohols.

Authors:  Kevin J Garcia; Michael M Gilbert; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2019-01-29       Impact factor: 15.419

4.  Copper-mediated arylation with arylboronic acids: Facile and modular synthesis of triarylmethanes.

Authors:  H Surya Prakash Rao; A Veera Bhadra Rao
Journal:  Beilstein J Org Chem       Date:  2016-03-11       Impact factor: 2.883

  4 in total

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