Literature DB >> 19572522

Use of potassium beta-trifluoroborato amides in Suzuki-Miyaura cross-coupling reactions.

Gary A Molander1, Ludivine Jean-Gérard.   

Abstract

Potassium beta-trifluoroborato amides were prepared and used as successful partners in Suzuki-Miyaura reactions with various aryl chlorides, including electron-rich and electron-poor derivatives, as well as several heteroaryl chloride partners.

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Year:  2009        PMID： 19572522      PMCID： PMC2736348          DOI： 10.1021/jo900968h

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


  14 in total

1.  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

Review 2.  Potassium organotrifluoroborates: new perspectives in organic synthesis.

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

3.  Catalytic asymmetric boration of acyclic alpha,beta-unsaturated esters and nitriles.

Authors:  Ji-Eon Lee; Jaesook Yun
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Copper-catalyzed beta-Boration of alpha,beta-unsaturated carbonyl compounds: rate acceleration by alcohol additives.

Authors:  Soungyun Mun; Ji-Eon Lee; Jaesook Yun
Journal:  Org Lett       Date:  2006-10-12       Impact factor: 6.005

5.  Monoligated palladium species as catalysts in cross-coupling reactions.

Authors:  Ute Christmann; Ramón Vilar
Journal:  Angew Chem Int Ed Engl       Date:  2005-01-07       Impact factor: 15.336

6.  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates.

Authors:  Gary A Molander; Betina Biolatto
Journal:  J Org Chem       Date:  2003-05-30       Impact factor: 4.354

7.  Scope of the Suzuki-Miyaura cross-coupling reaction of potassium trifluoroboratoketohomoenolates.

Authors:  Gary A Molander; Ludivine Jean-Gérard
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

8.  Nickel-catalyzed beta-boration of alpha,beta-unsaturated esters and amides with bis(pinacolato)diboron.

Authors:  Koji Hirano; Hideki Yorimitsu; Koichiro Oshima
Journal:  Org Lett       Date:  2007-11-01       Impact factor: 6.005

9.  Platinum catalysed 3,4- and 1,4-diboration of alpha,beta-unsaturated carbonyl compounds using bis-pinacolatodiboron.

Authors:  Nathan J Bell; Andrew J Cox; Neil R Cameron; John S O Evans; Todd B Marder; Marcel A Duin; Cornelis J Elsevier; Xavier Baucherel; Arran A D Tulloch; Robert P Tooze
Journal:  Chem Commun (Camb)       Date:  2004-06-30       Impact factor: 6.222

10.  Heck-type coupling vs. conjugate addition in phosphine-rhodium catalyzed reactions of aryl boronic acids with alpha,beta-unsaturated carbonyl compounds: a systematic investigation.

Authors:  Gang Zou; Jianping Guo; Zhiyong Wang; Wen Huang; Jie Tang
Journal:  Dalton Trans       Date:  2007-05-14       Impact factor: 4.390
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  6 in total

1.  Stereospecific cross-coupling of secondary alkyl β-trifluoroboratoamides.

Authors:  Deidre L Sandrock; Ludivine Jean-Gérard; Cheng-yi Chen; Spencer D Dreher; Gary A Molander
Journal:  J Am Chem Soc       Date:  2010-11-15       Impact factor: 15.419

2.  Copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds with tetrahydroxydiborane.

Authors:  Gary A Molander; Silas A McKee
Journal:  Org Lett       Date:  2011-08-05       Impact factor: 6.005

3.  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of enantiomerically enriched potassium β-trifluoroboratoamides with various aryl- and hetaryl chlorides.

Authors:  Gary A Molander; Inji Shin; Ludivine Jean-Gérard
Journal:  Org Lett       Date:  2010-10-01       Impact factor: 6.005

4.  Organotrifluoroborates and monocoordinated palladium complexes as catalysts--a perfect combination for Suzuki-Miyaura coupling.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 5.  Potassium trifluoroborate salts as convenient, stable reagents for difficult alkyl transfers.

Authors:  Gary A Molander; Deidre L Sandrock
Journal:  Curr Opin Drug Discov Devel       Date:  2009-11

6.  Cu-catalyzed enantioselective synthesis of tertiary benzylic copper complexes and their in situ addition to carbonyl compounds.

Authors:  Fengchang Cheng; Wenxin Lu; Wei Huang; Lu Wen; Mingfeng Li; Fanke Meng
Journal:  Chem Sci       Date:  2018-04-30       Impact factor: 9.825
  6 in total

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