Literature DB >> 11871903

Nickel-catalyzed coupling of aryl iodides with aromatic aldehydes: chemoselective synthesis of ketones.

Yi-Chun Huang1, Kanak Kanti Majumdar, Chien-Hong Cheng.   

Abstract

Aryl iodides (ArI) couple with aryl aldehydes (Ar'CHO) in the presence of Ni(dppe)Br(2) and Zn to give the corresponding biaryl ketones (ArCOAr'). The use of a bidentate phosphine complex is critical to the success of this catalytic reaction. The reaction provides a new procedure for the synthesis of various functionalized biaryl ketones.

Entities:  

Year:  2002        PMID： 11871903     DOI： 10.1021/jo010289i

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  9 in total

1.  Direct Aldehyde C-H Arylation and Alkylation via the Combination of Nickel, Hydrogen Atom Transfer, and Photoredox Catalysis.

Authors:  Xiaheng Zhang; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2017-08-14       Impact factor: 15.419

2.  Vinyl Triflate-Aldehyde Reductive Coupling-Redox Isomerization Mediated by Formate: Rhodium-Catalyzed Ketone Synthesis in the Absence of Stoichiometric Metals.

Authors:  William G Shuler; Robert A Swyka; Tabitha T Schempp; Brian J Spinello; Michael J Krische
Journal:  Chemistry       Date:  2019-09-04       Impact factor: 5.236

3.  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

Review 4.  Benzophenone: a ubiquitous scaffold in medicinal chemistry.

Authors:  Khemchand Surana; Bharatkumar Chaudhary; Monika Diwaker; Satyasheel Sharma
Journal:  Medchemcomm       Date:  2018-08-23       Impact factor: 3.597

5.  Reversed-Polarity Synthesis of Diaryl Ketones through Palladium-Catalyzed Direct Arylation of 2-Aryl-1,3-dithianes.

Authors:  Baris Yucel; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-11-24       Impact factor: 5.837

6.  Conversion of Aldehydes to Branched or Linear Ketones via Regiodivergent Rhodium-Catalyzed Vinyl Bromide Reductive Coupling-Redox Isomerization Mediated by Formate.

Authors:  Robert A Swyka; William G Shuler; Brian J Spinello; Wandi Zhang; Chunling Lan; Michael J Krische
Journal:  J Am Chem Soc       Date:  2019-04-18       Impact factor: 15.419

7.  Conversion of Primary Alcohols and Butadiene to Branched Ketones via Merged Transfer Hydrogenative Carbonyl Addition-Redox Isomerization Catalyzed by Rhodium.

Authors:  Brian J Spinello; Jessica Wu; Yoon Cho; Michael J Krische
Journal:  J Am Chem Soc       Date:  2021-08-20       Impact factor: 16.383

8.  Nickel-Catalyzed Synthesis of Dialkyl Ketones from the Coupling of N-Alkyl Pyridinium Salts with Activated Carboxylic Acids.

Authors:  Jiang Wang; Megan E Hoerrner; Mary P Watson; Daniel J Weix
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-05       Impact factor: 15.336

9.  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
  9 in total

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