Literature DB >> 11418052

An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction.

M Durandetti1, J Y Nédélec, J Périchon.   

Abstract

[reaction: see text] Electrochemical arylation of arenecarboxaldehydes using an iron sacrificial anode in the presence of chromium and nickel catalysts afforded the corresponding arylated secondary alcohols in moderate to good yields. The chromium and nickel salts as catalysts are obtained by oxidation of a stainless steel rod during a preelectrolysis in 7% and 3%, respectively. The process was also applied to the addition of vinyl halide, allyl acetate, or alpha-chloroester to aromatic aldehydes.

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Year:  2001        PMID: 11418052     DOI: 10.1021/ol016033g

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


  4 in total

1.  Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance.

Authors:  Ming Yan; Yu Kawamata; Phil S Baran
Journal:  Chem Rev       Date:  2017-10-09       Impact factor: 60.622

2.  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

3.  Electrochemical Nozaki-Hiyama-Kishi Coupling: Scope, Applications, and Mechanism.

Authors:  Yang Gao; David E Hill; Wei Hao; Brendon J McNicholas; Julien C Vantourout; Ryan G Hadt; Sarah E Reisman; Donna G Blackmond; Phil S Baran
Journal:  J Am Chem Soc       Date:  2021-06-15       Impact factor: 16.383

4.  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 in total

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