Literature DB >> 14759182

Suzuki cross-couplings of unactivated secondary alkyl bromides and iodides.

Jianrong Zhou1, Gregory C Fu.   

Abstract

The capacity to employ unactivated alkyl electrophiles as coupling partners will markedly increase the already exceptional utility of metal-catalyzed cross-coupling processes. This communication describes the development of a method that achieves the first Suzuki reactions of unactivated secondary alkyl bromides and iodides. The ability to couple readily available, easy-to-handle boronic acids is an attractive feature of this catalyst system.

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Year:  2004        PMID: 14759182     DOI: 10.1021/ja039889k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  49 in total

1.  Direct Copper-Free Domino Conjugate Addition-Cycloallylation using Organozinc Reagents.

Authors:  Venukrishnan Komanduri; Fernando Pedraza; Michael J Krische
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2.  Nickel-catalyzed coupling reactions of alkyl electrophiles, including unactivated tertiary halides, to generate carbon-boron bonds.

Authors:  Alexander S Dudnik; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2012-06-06       Impact factor: 15.419

3.  Computational study of the Sonogashira cross-coupling reaction in the gas phase and in dichloromethane solution.

Authors:  Lauri Sikk; Jaana Tammiku-Taul; Peeter Burk; András Kotschy
Journal:  J Mol Model       Date:  2011-12-10       Impact factor: 1.810

4.  Cross-coupling: The final frontier.

Authors:  Ben W Glasspoole; Cathleen M Crudden
Journal:  Nat Chem       Date:  2011-11-23       Impact factor: 24.427

Review 5.  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

6.  New synthesis of (±)-cis-trikentrin A via tandem indole aryne cycloaddition/Negishi reaction. Applications to library development.

Authors:  Neil Brown; Diheng Luo; Joseph A Decapo; Keith R Buszek
Journal:  Tetrahedron Lett       Date:  2009-12-23       Impact factor: 2.415

7.  N-vinylpyridinium and -ammonium tetrafluoroborate salts: new electrophilic coupling partners for Pd(0)-catalyzed Suzuki cross-coupling reactions.

Authors:  Keith R Buszek; Neil Brown
Journal:  Org Lett       Date:  2007-01-25       Impact factor: 6.005

8.  Nickel-catalyzed cross-coupling of potassium aryl- and heteroaryltrifluoroborates with unactivated alkyl halides.

Authors:  Gary A Molander; O Andreea Argintaru; Ioana Aron; Spencer D Dreher
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

9.  A Dual Palladium and Copper Hydride Catalyzed Approach for Alkyl-Aryl Cross-Coupling of Aryl Halides and Olefins.

Authors:  Stig D Friis; Michael T Pirnot; Lauren N Dupuis; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-16       Impact factor: 15.336

10.  Organozinc Chemistry Enabled by Micellar Catalysis. Palladium-Catalyzed Cross-Couplings between Alkyl and Aryl Bromides in Water at Room Temperature.

Authors:  Christophe Duplais; Arkady Krasovskiy; Bruce H Lipshutz
Journal:  Organometallics       Date:  2011-11-21       Impact factor: 3.876

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