Literature DB >> 26938923

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions.

Zhengjiang Fu1, Zhaojie Li1, Yuanyuan Song1, Ruchun Yang1, Yanzhu Liu1, Hu Cai1.   

Abstract

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

Entities:  

Year:  2016        PMID: 26938923     DOI: 10.1021/acs.joc.5b02873

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


  6 in total

1.  Decarboxylative Halogenation of Organic Compounds.

Authors:  Andrii Varenikov; Evgeny Shapiro; Mark Gandelman
Journal:  Chem Rev       Date:  2020-11-17       Impact factor: 60.622

2.  Simple, Efficient and Controllable Synthesis of Iodo/Di-iodoarenes via Ipsoiododecarboxylation/Consecutive Iodination Strategy.

Authors:  Yun Yang; Lijuan Zhang; Guo-Jun Deng; Hang Gong
Journal:  Sci Rep       Date:  2017-01-16       Impact factor: 4.379

3.  Transition-metal-free decarboxylative bromination of aromatic carboxylic acids.

Authors:  Jacob M Quibell; Gregory J P Perry; Diego M Cannas; Igor Larrosa
Journal:  Chem Sci       Date:  2018-03-26       Impact factor: 9.825

4.  Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings.

Authors:  Gregory J P Perry; Jacob M Quibell; Adyasha Panigrahi; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2017-08-08       Impact factor: 15.419

5.  Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines.

Authors:  A Hess; H C Guelen; N Alandini; A Mourati; Y C Guersoy; P Knochel
Journal:  Chemistry       Date:  2021-12-02       Impact factor: 5.020

6.  Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures.

Authors:  Giovanni Ghigo; Matteo Bonomo; Achille Antenucci; Chiara Reviglio; Stefano Dughera
Journal:  Molecules       Date:  2022-03-15       Impact factor: 4.411

  6 in total

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