Literature DB >> 28846399

Synthesis of Azobenzenes Using N-Chlorosuccinimide and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU).

Alford Antoine John1, Qing Lin1.   

Abstract

A convenient method for the synthesis of symmetrical azobenzenes is reported. This one-step procedure involves treatment of anilines with N-chlorosuccinimide (NCS) and organic base 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). A wide range of commercially available substituted anilines readily participate in this reaction to produce the corresponding azobenzenes in moderate-to-excellent yields in minutes.

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Year:  2017        PMID: 28846399      PMCID: PMC5600704          DOI: 10.1021/acs.joc.7b01530

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


  16 in total

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2.  Photoisomerization in different classes of azobenzene.

Authors:  H M Dhammika Bandara; Shawn C Burdette
Journal:  Chem Soc Rev       Date:  2011-10-18       Impact factor: 54.564

3.  Oxidative dimerization of (hetero)aromatic amines utilizing t-BuOI leading to (hetero)aromatic azo compounds: scope and mechanistic studies.

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Journal:  J Org Chem       Date:  2013-11-12       Impact factor: 4.354

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Authors:  Andrew A Beharry; G Andrew Woolley
Journal:  Chem Soc Rev       Date:  2011-04-12       Impact factor: 54.564

5.  o-Fluoroazobenzenes as readily synthesized photoswitches offering nearly quantitative two-way isomerization with visible light.

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6.  Dehydrogenation of the NH-NH Bond Triggered by Potassium tert-Butoxide in Liquid Ammonia.

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Review 7.  Synthesis of azobenzenes: the coloured pieces of molecular materials.

Authors:  Estíbaliz Merino
Journal:  Chem Soc Rev       Date:  2011-03-16       Impact factor: 54.564

8.  Oxidative dimerization of aromatic amines using tBuOI: entry to unsymmetric aromatic azo compounds.

Authors:  Youhei Takeda; Sota Okumura; Satoshi Minakata
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-27       Impact factor: 15.336

9.  N-bromoimide/DBU combination as a new strategy for intermolecular allylic amination.

Authors:  Ying Wei; Fushun Liang; Xintong Zhang
Journal:  Org Lett       Date:  2013-10-08       Impact factor: 6.005

10.  N-bromosuccinimide/1,8-diazabicyclo[5.4.1]undec-7-ene combination: β-amination of chalcones via a tandem bromoamination/debromination sequence.

Authors:  Ying Wei; Shaoxia Lin; Fushun Liang; Jingping Zhang
Journal:  Org Lett       Date:  2013-01-31       Impact factor: 6.005

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Journal:  Chemistry       Date:  2022-06-01       Impact factor: 5.020

4.  Oxidative Dehydrogenation of Hydrazobenzenes toward Azo Compounds Catalyzed by tert-Butyl Nitrite in EtOH.

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5.  Reversible photo-control over transmembrane anion transport using visible-light responsive supramolecular carriers.

Authors:  Aidan Kerckhoffs; Matthew J Langton
Journal:  Chem Sci       Date:  2020-06-04       Impact factor: 9.825

6.  Visible-Light Switching of Metallosupramolecular Assemblies.

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  6 in total

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