Literature DB >> 28691189

Hydroxamic Acids as Chemoselective (ortho-Amino)arylation Reagents via Sigmatropic Rearrangement.

Saad Shaaban1, Veronica Tona1, Bo Peng2, Nuno Maulide1.   

Abstract

The use of readily available hydroxamic acids as reagents for the chemoselective (ortho-amino)arylation of amides is described. This reaction proceeds under metal-free, mild conditions, displays a very broad scope, and constitutes a direct approach for the metal-free attachment of aniline residues to carbonyl derivatives.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amides; aminoarylation; chemoselectivity; hydroxamic acids; sigmatropic rearrangement

Year:  2017        PMID： 28691189     DOI： 10.1002/anie.201703667

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  7 in total

1.  α-Functionalisation of Ketones Through Metal-Free Electrophilic Activation.

Authors:  Wojciech Zawodny; Christopher J Teskey; Magdalena Mishevska; Martin Völkl; Boris Maryasin; Leticia González; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-11       Impact factor: 15.336

2.  Chemoselective Intermolecular Cross-Enolate-Type Coupling of Amides.

Authors:  Daniel Kaiser; Christopher J Teskey; Pauline Adler; Nuno Maulide
Journal:  J Am Chem Soc       Date:  2017-11-03       Impact factor: 15.419

3.  Cross-coupling of dissimilar ketone enolates via enolonium species to afford non-symmetrical 1,4-diketones.

Authors:  Keshaba N Parida; Gulab K Pathe; Shimon Maksymenko; Alex M Szpilman
Journal:  Beilstein J Org Chem       Date:  2018-05-03       Impact factor: 2.883

4.  α-Arylation of Carbonyl Compounds through Oxidative C-C Bond Activation.

Authors:  Jing Li; Adriano Bauer; Giovanni Di Mauro; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-06       Impact factor: 16.823

5.  Synthesis of γ-substituted carbonyl compounds from DMSO-mediated oxidation of enynamides: mechanistic insights and carbon- and hetero-functionalizations.

Authors:  Quynh H Nguyen; Nguyen H Nguyen; Hanbyul Kim; Seunghoon Shin
Journal:  Chem Sci       Date:  2019-08-12       Impact factor: 9.825

6.  Practical synthesis of 3-aryl anthranils via an electrophilic aromatic substitution strategy.

Authors:  Yang Gao; Simin Yang; Minwei She; Jianhong Nie; Yanping Huo; Qian Chen; Xianwei Li; Xiao-Qiang Hu
Journal:  Chem Sci       Date:  2022-01-27       Impact factor: 9.825

7.  Simple and efficient synthesis of bicyclic enol-carbamates: access to brabantamides and their analogues.

Authors:  Ondrej Záborský; Ľudmila Petrovičová; Jana Doháňošová; Ján Moncol; Róbert Fischer
Journal:  RSC Adv       Date:  2020-02-13       Impact factor: 4.036
  7 in total

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