Literature DB >> 11671822

Highly Efficient Palladium-Catalyzed Boronic Acid Coupling Reactions in Water: Scope and Limitations.

D. Badone1, M. Baroni, R. Cardamone, A. Ielmini, U. Guzzi.   

Abstract

The "ligandless" palladium acetate-catalyzed Suzuki cross-coupling reaction of ArX with aryl- and vinylboronic acids in water without organic cosolvent in the presence of tetrabutylammonium bromide is reported. Aryl bromides give high yields and considerably accelerate the coupling. A wide variety of functional groups can be tolerated. Aryl iodides, however, give incomplete conversion and aryl triflate coupling shows no improvement over reported conditions.

Entities:  

Year:  1997        PMID： 11671822     DOI： 10.1021/jo970439i

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


  8 in total

1.  A genetically encoded boronate-containing amino acid.

Authors:  Eric Brustad; Mark L Bushey; Jae Wook Lee; Dan Groff; Wenshe Liu; Peter G Schultz
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Synthesis of Benzannulated Medium-ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction.

Authors:  Tezcan Guney; Todd A Wenderski; Matthew W Boudreau; Derek S Tan
Journal:  Chemistry       Date:  2018-08-02       Impact factor: 5.236

3.  Supported palladium nanoparticles synthesized by living plants as a catalyst for Suzuki-Miyaura reactions.

Authors:  Helen L Parker; Elizabeth L Rylott; Andrew J Hunt; Jennifer R Dodson; Andrew F Taylor; Neil C Bruce; James H Clark
Journal:  PLoS One       Date:  2014-01-29       Impact factor: 3.240

4.  Efficient Synthesis of Novel 1,3,4-Oxadiazoles Bearing a 4-N,N-Dimethylaminoquinazoline Scaffold via Palladium-Catalyzed Suzuki Cross-Coupling Reactions.

Authors:  Barbara Wołek; Mateusz Werłos; Magdalena Komander; Agnieszka Kudelko
Journal:  Molecules       Date:  2020-11-05       Impact factor: 4.411

Review 5.  Prospects and Applications of Palladium Nanoparticles in the Cross-coupling of (hetero)aryl Halides and Related Analogues.

Authors:  Jude I Ayogu; Efeturi A Onoabedje
Journal:  ChemistryOpen       Date:  2021-02-15       Impact factor: 2.630

6.  Color-Tunable Indolizine-Based Fluorophores and Fluorescent pH Sensor.

Authors:  Taegwan Kim; Jonghoon Kim
Journal:  Molecules       Date:  2021-12-21       Impact factor: 4.411

7.  Catalyst-Free Synthesis of Borylated Lactones from Esters via Electrophilic Oxyboration.

Authors:  Darius J Faizi; Adena Issaian; Ashlee J Davis; Suzanne A Blum
Journal:  J Am Chem Soc       Date:  2016-02-16       Impact factor: 15.419

8.  A convenient route to symmetrically and unsymmetrically substituted 3,5-diaryl-2,4,6-trimethylpyridines via Suzuki-Miyaura cross-coupling reaction.

Authors:  Dariusz Błachut; Joanna Szawkało; Zbigniew Czarnocki
Journal:  Beilstein J Org Chem       Date:  2016-04-28       Impact factor: 2.883
  8 in total

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