Literature DB >> 12027634

Efficient ligandless palladium-catalyzed Suzuki reactions of potassium aryltrifluoroborates.

Gary A Molander1, Betina Biolatto.   

Abstract

[reaction: see text] The ligandless palladium-catalyzed Suzuki cross-coupling reaction of potassium aryl- and heteroaryltrifluoroborates with aryl- or heteroaryl halides or triflates proceeds readily with very good yields. The cross coupling can be effected in methanol or water, in the open air, using Pd(OAc)(2) as a catalyst in the presence of K(2)CO(3). A variety of functional groups are tolerated.

Entities:  

Year:  2002        PMID: 12027634     DOI: 10.1021/ol025845p

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


  14 in total

1.  Synthesis and reactivity of solid-supported organotrifluoroborates in Suzuki cross-coupling.

Authors:  Virginie Colombel; Marc Presset; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  Org Lett       Date:  2012-03-09       Impact factor: 6.005

2.  Synthesis of 2-substituted 2H-chromenes using potassium vinyltrifluoroborates.

Authors:  Fei Liu; Todd Evans; Bhaskar C Das
Journal:  Tetrahedron Lett       Date:  2008-03-03       Impact factor: 2.415

3.  Oxidation of organotrifluoroborates via oxone.

Authors:  Gary A Molander; Livia N Cavalcanti
Journal:  J Org Chem       Date:  2010-12-30       Impact factor: 4.354

4.  Ozonolysis of unsaturated organotrifluoroborates.

Authors:  Gary A Molander; David J Cooper
Journal:  J Org Chem       Date:  2007-04-05       Impact factor: 4.354

5.  Linchpin synthons: metalation of aryl bromides bearing a potassium trifluoroborate moiety.

Authors:  Gary A Molander; Noel M Ellis
Journal:  J Org Chem       Date:  2006-09-15       Impact factor: 4.354

6.  Studies of microwave-enhanced Suzuki-Miyaura vinylation of electron-rich sterically hindered substrates utilizing potassium vinyltrifluoroborate.

Authors:  Matthew D Brooker; Stefan M Cooper; Dena R Hodges; Rhiannon R Carter; Justin K Wyatt
Journal:  Tetrahedron Lett       Date:  2010-12-22       Impact factor: 2.415

7.  Orthogonal reactivity in boryl-substituted organotrifluoroborates.

Authors:  Gary A Molander; Deidre L Sandrock
Journal:  J Am Chem Soc       Date:  2008-11-26       Impact factor: 15.419

8.  Studies for the total synthesis of amphidinolide P.

Authors:  David R Williams; Brian J Myers; Liang Mi; Randall J Binder
Journal:  J Org Chem       Date:  2013-04-26       Impact factor: 4.354

9.  (1)H, (13)C, (19)F and (11)B NMR spectral reference data of some potassium organotrifluoroborates.

Authors:  Roberta A Oliveira; Ricardo O Silva; Gary A Molander; Paulo H Menezes
Journal:  Magn Reson Chem       Date:  2009-10       Impact factor: 2.447

10.  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

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