Literature DB >> 25083143

Pd/C-Catalyzed Cross-Coupling of Arenediazonium Salts with Potassium Aryltrifluoroborates.

Lee S Varnedoe1, Brad D Angel1, Joshua L McClellan1, James M Hanna1.   

Abstract

A convenient protocol for the synthesis of biaryls from arenediazonium salts and potassium aryltrifluoroborates in refluxing methanol catalyzed by Pd/C is described. The protocol is simple to execute and gives moderate to high yields of cross-coupling products in most cases.

Entities:  

Keywords:  Diazonium salts; Pd/C; Suzuki-Miyaura; biaryl synthesis; cross-coupling; potassium aryltrifluoroborates

Year:  2010        PMID: 25083143      PMCID: PMC4114732          DOI: 10.2174/157017810790533968

Source DB:  PubMed          Journal:  Lett Org Chem        ISSN: 1570-1786            Impact factor:   0.867


  11 in total

1.  Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

Authors:  Jwanro Hassan; Marc Sévignon; Christel Gozzi; Emmanuelle Schulz; Marc Lemaire
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

2.  Natural terphenyls: developments since 1877.

Authors:  Ji-Kai Liu
Journal:  Chem Rev       Date:  2006-06       Impact factor: 60.622

3.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction.

Authors:  Gary A Molander; Noel Ellis
Journal:  Acc Chem Res       Date:  2007-01-26       Impact factor: 22.384

4.  Palladium-catalyzed aryl-aryl cross-coupling reaction using ortho-substituted arylindium reagents.

Authors:  Miguel A Pena; José Pérez Sestelo; Luis A Sarandeses
Journal:  J Org Chem       Date:  2007-01-25       Impact factor: 4.354

Review 5.  Potassium organotrifluoroborates: new perspectives in organic synthesis.

Authors:  Sylvain Darses; Jean-Pierre Genet
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

6.  Palladium-Catalyzed Cross-Coupling of Arenediazonium Salts with Arylboronic Acids.

Authors:  Saumitra Sengupta; Sanchita Bhattacharyya
Journal:  J Org Chem       Date:  1997-05-16       Impact factor: 4.354

7.  Preparation of unsymmetrical biaryls by Pd(II)-catalyzed cross-coupling of aryl iodides.

Authors:  Liqiang Wang; Wenjun Lu
Journal:  Org Lett       Date:  2009-03-05       Impact factor: 6.005

8.  Synthesis of a novel C2-symmetric thiourea and its application in the Pd-catalyzed cross-coupling reactions with arenediazonium salts under aerobic conditions.

Authors:  Mingji Dai; Bo Liang; Cuihua Wang; Jiahua Chen; Zhen Yang
Journal:  Org Lett       Date:  2004-01-22       Impact factor: 6.005

9.  Efficient cross-coupling of aryl chlorides with arylzinc reagents catalyzed by amido pincer complexes of nickel.

Authors:  Li Wang; Zhong-Xia Wang
Journal:  Org Lett       Date:  2007-09-21       Impact factor: 6.005

10.  Suzuki-Miyaura reactions of arenediazonium salts catalyzed by PD(0)/C. One-pot chemoselective double cross-coupling reactions.

Authors:  Rachel H Taylor; François-Xavier Felpin
Journal:  Org Lett       Date:  2007-06-29       Impact factor: 6.005

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