Literature DB >> 14680243

Room temperature borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane catalyzed by iridium complexes in an inert solvent.

Tatsuo Ishiyama1, Yusuke Nobuta, John F Hartwig, Norio Miyaura.   

Abstract

Aromatic C-H borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane was catalyzed by an iridium complex generated from 1/2[Ir(OMe)(COD)]2 and 4,4'-di-tert-butyl-2,2'-bipyridine at room temperature in hexane and afforded the corresponding aryl- and heteroarylboronates in high yields with excellent regioselectivities.

Entities:  

Year:  2003        PMID: 14680243     DOI: 10.1039/b311103b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  16 in total

Review 1.  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

2.  Synthesis of 2-D-L-Tryptophan by Sequential Ir-Catalyzed Reactions.

Authors:  Ravikrishna Vallakati; Abel T Plotnikov; Ryan A Altman
Journal:  Tetrahedron       Date:  2019-02-26       Impact factor: 2.457

3.  Efficient iridium-catalyzed C-H functionalization/silylation of heteroarenes.

Authors:  Biao Lu; John R Falck
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  The activation of alkyl cyanides using a rhodiumtrispyrazolylborate complex.

Authors:  Andrew J Vetter; Ryan D Rieth; William D Jones
Journal:  Proc Natl Acad Sci U S A       Date:  2007-03-23       Impact factor: 11.205

5.  Meta-selective C-H functionalization using a nitrile-based directing group and cleavable Si-tether.

Authors:  Sunggi Lee; Hyelee Lee; Kian L Tan
Journal:  J Am Chem Soc       Date:  2013-12-10       Impact factor: 15.419

6.  Harnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization.

Authors:  Venkata A Kallepalli; Kristin A Gore; Feng Shi; Luis Sanchez; Ghayoor A Chotana; Susanne L Miller; Robert E Maleczka; Milton R Smith
Journal:  J Org Chem       Date:  2015-08-07       Impact factor: 4.354

7.  Evolution of C-H Bond Functionalization from Methane to Methodology.

Authors:  John F Hartwig
Journal:  J Am Chem Soc       Date:  2015-12-15       Impact factor: 15.419

8.  Structural and dynamic properties of propane coordinated to TpRh(CNR) from a confrontation between theory and experiment.

Authors:  Eric Clot; Odile Eisenstein; William D Jones
Journal:  Proc Natl Acad Sci U S A       Date:  2007-04-05       Impact factor: 11.205

9.  Origin of the Difference in Reactivity between Ir Catalysts for the Borylation of C-H Bonds.

Authors:  Raphael J Oeschger; Matthew A Larsen; Alessandro Bismuto; John F Hartwig
Journal:  J Am Chem Soc       Date:  2019-10-03       Impact factor: 15.419

10.  A pyrone remodeling strategy to access diverse heterocycles: application to the synthesis of fascaplysin natural products.

Authors:  Vignesh Palani; Melecio A Perea; Kristen E Gardner; Richmond Sarpong
Journal:  Chem Sci       Date:  2020-11-27       Impact factor: 9.825

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