Literature DB >> 24590501

A Brønsted acid catalyzed redox arylation.

Bo Peng1, Xueliang Huang, Lan-Gui Xie, Nuno Maulide.   

Abstract

A Brønsted acid catalyzed redox arylation of ynamides that employs aryl sulfoxides as the arylating agents is reported. This metal-free transformation proceeds at room temperature and efficiently affords α-arylated oxazolidinones in a redox-neutral, atom-economic fashion.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Brønsted acid catalysis; oxazolidinones; redox reactions; sulfoxides; ynamides

Year:  2014        PMID： 24590501     DOI： 10.1002/anie.201310865

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


  17 in total

1.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

2.  Sulfoxide-Directed Metal-Free ortho-Propargylation of Aromatics and Heteroaromatics.

Authors:  Andrew J Eberhart; Harry J Shrives; Estela Álvarez; Amandine Carrër; Yuntong Zhang; David J Procter
Journal:  Chemistry       Date:  2015-03-06       Impact factor: 5.236

3.  Ynamide carbopalladation: a flexible route to mono-, bi- and tricyclic azacycles.

Authors:  Craig D Campbell; Rebecca L Greenaway; Oliver T Holton; P Ross Walker; Helen A Chapman; C Adam Russell; Greg Carr; Amber L Thomson; Edward A Anderson
Journal:  Chemistry       Date:  2015-07-16       Impact factor: 5.236

4.  Metal-Free C-H Alkyliminylation and Acylation of Alkenes with Secondary Amides.

Authors:  Pei-Qiang Huang; Ying-Hong Huang; Hui Geng; Jian-Liang Ye
Journal:  Sci Rep       Date:  2016-06-29       Impact factor: 4.379

5.  Regioselective synthesis of C3 alkylated and arylated benzothiophenes.

Authors:  Harry J Shrives; José A Fernández-Salas; Christin Hedtke; Alexander P Pulis; David J Procter
Journal:  Nat Commun       Date:  2017-03-20       Impact factor: 14.919

6.  Dual vicinal functionalisation of heterocycles via an interrupted Pummerer coupling/[3,3]-sigmatropic rearrangement cascade.

Authors:  Mindaugas Šiaučiulis; Selma Sapmaz; Alexander P Pulis; David J Procter
Journal:  Chem Sci       Date:  2017-11-17       Impact factor: 9.825

7.  Unusual mechanisms in Claisen rearrangements: an ionic fragmentation leading to a meta-selective rearrangement.

Authors:  Boris Maryasin; Dainis Kaldre; Renan Galaverna; Immo Klose; Stefan Ruider; Martina Drescher; Hanspeter Kählig; Leticia González; Marcos N Eberlin; Igor D Jurberg; Nuno Maulide
Journal:  Chem Sci       Date:  2018-04-10       Impact factor: 9.825

8.  Metal-free intermolecular formal cycloadditions enable an orthogonal access to nitrogen heterocycles.

Authors:  Lan-Gui Xie; Supaporn Niyomchon; Antonio J Mota; Leticia González; Nuno Maulide
Journal:  Nat Commun       Date:  2016-03-15       Impact factor: 14.919

9.  Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.

Authors:  Morgan Lecomte; Gwilherm Evano
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-02       Impact factor: 15.336

10.  Divergent ynamide reactivity in the presence of azides - an experimental and computational study.

Authors:  Veronica Tona; Stefan A Ruider; Martin Berger; Saad Shaaban; Mohan Padmanaban; Lan-Gui Xie; Leticia González; Nuno Maulide
Journal:  Chem Sci       Date:  2016-06-10       Impact factor: 9.825
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