Literature DB >> 11506606

A versatile synthesis of substituted benzimidazolium salts by an amination/ring closure sequence.

F M Rivas1, U Riaz, A Giessert, J A Smulik, S T Diver.   

Abstract

[reaction: see text]. A new method to produce benzimidazolium salts based on a successive Buchwald-Hartwig amination and ring closure is reported. A variety of different benzimidazolium salts can be prepared using this procedure. Amines that bear an alpha-chiral group undergo the reaction to furnish chiral benzimidazolium salts. The salts that lack a C2 substituent on the heterocycle are readily deprotonated to give nucleophilic carbenes.

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Year:  2001        PMID: 11506606     DOI: 10.1021/ol016254m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Intramolecular "hydroiminiumation and -amidiniumation" of alkenes: a convenient, flexible, and scalable route to cyclic iminium and imidazolinium salts.

Authors:  Rodolphe Jazzar; Jean-Baptiste Bourg; Rian D Dewhurst; Bruno Donnadieu; Guy Bertrand
Journal:  J Org Chem       Date:  2007-04-05       Impact factor: 4.354

2.  2-(Furan-2-yl)-1,3-bis(furan-2-ylmeth-yl)-1H-benzimidazol-3-ium chloride monohydrate.

Authors:  David K Geiger; H Cristina Geiger; Jared M Deck
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-09-26
  2 in total

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