Literature DB >> 19894678

Copper-catalyzed synthesis of 2-unsubstituted, N-substituted benzimidazoles.

Keiichi Hirano1, Akkattu T Biju, Frank Glorius.   

Abstract

An efficient copper-catalyzed intramolecular arylation of formamidines forming 2-unsubstituted benzimidazoles in excellent yields is reported. Sixteen examples bearing sterically demanding substituents on nitrogen like Mes, 2,6-diisopropylphenyl, or 2-tert-butylphenyl and tolerating various functional groups demonstrate the utility of this method.

Entities:  

Year:  2009        PMID: 19894678     DOI: 10.1021/jo902160y

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


  3 in total

1.  A comparison between oxazoline-imidazolinylidene, -imidazolylidine, -benzimidazolylidene hydrogenation catalysts.

Authors:  Sakunchai Khumsubdee; Yubo Fan; Kevin Burgess
Journal:  J Org Chem       Date:  2013-09-19       Impact factor: 4.354

2.  Cascade palladium catalysis: a predictable and selectable regiocontrolled synthesis of N-arylbenzimidazoles.

Authors:  Nathan T Jui; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-13       Impact factor: 15.336

3.  A facile synthetic route to benzimidazolium salts bearing bulky aromatic N-substituents.

Authors:  Gabriele Grieco; Olivier Blacque; Heinz Berke
Journal:  Beilstein J Org Chem       Date:  2015-09-17       Impact factor: 2.883

  3 in total

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