Literature DB >> 25582820

Regioselective electrophilic borylation of haloarenes.

Alessandro Del Grosso1, Josue Ayuso Carrillo, Michael J Ingleson.   

Abstract

Haloarenes undergo direct borylation using amine : BCl3 : AlCl3 in the ratio of 1 : 1 : 2. After esterification the pinacol boronate esters are isolated in good yield with regioselectivity controlled by steric and electronic effects.

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Year:  2015        PMID： 25582820     DOI： 10.1039/c4cc10153g

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


  13 in total

1.  Thermal Dehydrogenation of Base-Stabilized B2H5(+) Complexes and Its Role in C-H Borylation.

Authors:  Aleksandrs Prokofjevs
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-17       Impact factor: 15.336

Review 2.  Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.

Authors:  Arseni Borissov; Yogesh Kumar Maurya; Liliia Moshniaha; Wai-Shing Wong; Marika Żyła-Karwowska; Marcin Stępień
Journal:  Chem Rev       Date:  2021-12-01       Impact factor: 60.622

3.  Enantioselective catalytic 1,2-boronate rearrangements.

Authors:  Hayden A Sharma; Jake Z Essman; Eric N Jacobsen
Journal:  Science       Date:  2021-11-04       Impact factor: 47.728

4.  A modular route to boron doped PAHs by combining borylative cyclisation and electrophilic C-H borylation.

Authors:  D L Crossley; R J Kahan; S Endres; A J Warner; R A Smith; J Cid; J J Dunsford; J E Jones; I Vitorica-Yrezabal; M J Ingleson
Journal:  Chem Sci       Date:  2017-09-28       Impact factor: 9.825

5.  N-Heterocycle-Ligated Borocations as Highly Tunable Carbon Lewis Acids.

Authors:  James E Radcliffe; Jay J Dunsford; Jessica Cid; Valerio Fasano; Michael J Ingleson
Journal:  Organometallics       Date:  2017-12-08       Impact factor: 3.876

6.  Organophosphorus-catalyzed relay oxidation of H-Bpin: electrophilic C-H borylation of heteroarenes.

Authors:  Jeffrey M Lipshultz; Yue Fu; Peng Liu; Alexander T Radosevich
Journal:  Chem Sci       Date:  2020-11-19       Impact factor: 9.825

7.  A Highly Reactive Geminal P/B Frustrated Lewis Pair: Expanding the Scope to C-X (X=Cl, Br) Bond Activation.

Authors:  Kamil Samigullin; Isabelle Georg; Michael Bolte; Hans-Wolfram Lerner; Matthias Wagner
Journal:  Chemistry       Date:  2016-02-02       Impact factor: 5.236

8.  Use of N-methyliminodiacetic acid boronate esters in suzuki-miyaura cross-coupling polymerizations of triarylamine and fluorene monomers.

Authors:  Andrew B Foster; Viktor Bagutski; Josue I Ayuso-Carrillo; Martin J Humphries; Michael J Ingleson; Michael L Turner
Journal:  J Polym Sci A Polym Chem       Date:  2017-07-03       Impact factor: 2.702

9.  Metal-free borylative dearomatization of indoles: exploring the divergent reactivity of aminoborane C-H borylation catalysts.

Authors:  Arumugam Jayaraman; Luis C Misal Castro; Vincent Desrosiers; Frédéric-Georges Fontaine
Journal:  Chem Sci       Date:  2018-05-07       Impact factor: 9.825

10.  Para-Selective C-H Borylation of Common Arene Building Blocks Enabled by Ion-Pairing with a Bulky Countercation.

Authors:  Madalina T Mihai; Benjamin D Williams; Robert J Phipps
Journal:  J Am Chem Soc       Date:  2019-09-18       Impact factor: 15.419
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