Literature DB >> 21834521

Highly efficient one-pot access to functionalized arylboronic acids via noncryogenic bromine/magnesium exchanges.

Timo Leermann1, Frédéric R Leroux, Françoise Colobert.   

Abstract

A general and convenient protocol for the electrophilic borylation of aryl Grignard reagents prepared from arylbromides by direct insertion of magnesium in the presence of LiCl or by Mg/Br exchange with (i)PrMgCl·LiCl has been developed. Various aryl boronic acids were synthesized in a straightforward manner in excellent yields at 0 °C.

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Year:  2011        PMID: 21834521     DOI: 10.1021/ol2016252

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


  7 in total

1.  Scope of the two-step, one-pot palladium-catalyzed borylation/Suzuki cross-coupling reaction utilizing bis-boronic acid.

Authors:  Gary A Molander; Sarah L J Trice; Steven M Kennedy
Journal:  J Org Chem       Date:  2012-09-20       Impact factor: 4.354

2.  Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid.

Authors:  Gary A Molander; Sarah L J Trice; Steven M Kennedy; Spencer D Dreher; Matthew T Tudge
Journal:  J Am Chem Soc       Date:  2012-07-06       Impact factor: 15.419

Review 3.  Merging Electron Deficient Boronic Centers with Electron-Withdrawing Fluorine Substituents Results in Unique Properties of Fluorinated Phenylboronic Compounds.

Authors:  Agnieszka Adamczyk-Woźniak; Andrzej Sporzyński
Journal:  Molecules       Date:  2022-05-26       Impact factor: 4.927

4.  (Trifluoromethoxy)Phenylboronic Acids: Structures, Properties, and Antibacterial Activity.

Authors:  Agnieszka Adamczyk-Woźniak; Jan T Gozdalik; Ewa Kaczorowska; Krzysztof Durka; Dorota Wieczorek; Dorota Zarzeczańska; Andrzej Sporzyński
Journal:  Molecules       Date:  2021-04-01       Impact factor: 4.411

5.  Room-temperature borylation and one-pot two-step borylation/Suzuki-Miyaura cross-coupling reaction of aryl chlorides.

Authors:  Hong Ji; Li-Yang Wu; Jiang-Hong Cai; Guo-Rong Li; Na-Na Gan; Zhao-Hua Wang
Journal:  RSC Adv       Date:  2018-04-11       Impact factor: 4.036

6.  Enhancing Metalating Efficiency of the Sodium Amide NaTMP in Arene Borylation Applications.

Authors:  Leonie J Bole; Andreu Tortajada; Eva Hevia
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-05       Impact factor: 16.823

7.  Photo- and Electrochemical Dual-Responsive Iridium Probe for Saccharide Detection.

Authors:  Andrew J Carrod; Francesco Graglia; Louise Male; Cécile Le Duff; Peter Simpson; Mohamed Elsherif; Zubair Ahmed; Haider Butt; Guang-Xi Xu; Kenneth Kam-Wing Lo; Paolo Bertoncello; Zoe Pikramenou
Journal:  Chemistry       Date:  2021-12-08       Impact factor: 5.020

  7 in total

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