Literature DB >> 14604393

Rapid, easy cyanation of aryl bromides and chlorides using nickel salts in conjunction with microwave promotion.

Riina K Arvela1, Nicholas E Leadbeater.   

Abstract

We report here a fast, easy, and efficient method for the preparation of aryl nitriles from aryl bromides and chlorides. The methodology for aryl bromides involves the use of either Ni(CN)(2) or NaCN and NiBr(2). With aryl chlorides, a mix of NaCN and NiBr(2) is used and the reaction proceeds via the in situ formation of the corresponding aryl bromide. The reaction can be performed in air and is complete within 10 min.

Entities:  

Year:  2003        PMID： 14604393     DOI： 10.1021/jo0350561

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


  4 in total

Review 1.  Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors:  Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal:  Chem Rev       Date:  2010-12-06       Impact factor: 60.622

2.  One-pot regioselective C-H activation iodination-cyanation of 2,4-diarylquinazolines using malononitrile as a cyano source.

Authors:  Ziqiao Yan; Banlai Ouyang; Xunchun Mao; Wei Gao; Zhihong Deng; Yiyuan Peng
Journal:  RSC Adv       Date:  2019-06-11       Impact factor: 4.036

3.  Ex situ generation of stoichiometric HCN and its application in the Pd-catalysed cyanation of aryl bromides: evidence for a transmetallation step between two oxidative addition Pd-complexes.

Authors:  Steffan K Kristensen; Espen Z Eikeland; Esben Taarning; Anders T Lindhardt; Troels Skrydstrup
Journal:  Chem Sci       Date:  2017-10-06       Impact factor: 9.825

Review 4.  Recent advances and prospects in the palladium-catalyzed cyanation of aryl halides.

Authors:  Mohan Neetha; C M A Afsina; Thaipparambil Aneeja; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2020-09-11       Impact factor: 4.036
  4 in total

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