Literature DB >> 18293993

A facile one-pot preparation of potassium hydroxyaryl- and (hydroxyalkyl)aryltrifluoroborates.

Young Hee Park1, Hong Ryul Ahn, Belgin Canturk, Sang Il Jeon, Seokjoon Lee, Heonjoong Kang, Gary A Molander, Jungyeob Ham.   

Abstract

Potassium hydroxyaryl- and (hydroxyalkyl)aryltrifluoroborates have been prepared in a simple one-pot process from the corresponding hydroxy-substituted aryl halides in 51-98% yields through an in situ protection of the free hydroxyl group with t-BuLi. Also, we successfully performed a microwave-promoted Suzuki-Miyaura cross-coupling reaction of these substrates with aryl- and alkenyl bromides in the presence of 0.5 mol % of Pd(OAc)2 catalyst without ligands.

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Year:  2008        PMID: 18293993     DOI: 10.1021/ol800083j

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


  4 in total

1.  Characterization of the Dynamic Equilibrium between Closed and Open Forms of the Benzoxaborole Pharmacophore.

Authors:  Sergey Vshyvenko; Marissa L Clapson; Itaru Suzuki; Dennis G Hall
Journal:  ACS Med Chem Lett       Date:  2016-09-21       Impact factor: 4.345

2.  Synthesis of a cyclic pentapeptide mimic of the active site His-Tyr cofactor of cytochrome c oxidase.

Authors:  Maximillian E Mahoney; Allen Oliver; Olöf Einarsdóttir; Joseph P Konopelski
Journal:  J Org Chem       Date:  2009-11-06       Impact factor: 4.354

3.  Carbonylative Suzuki couplings of aryl bromides with boronic acid derivatives under base-free conditions.

Authors:  Klaus M Bjerglund; Troels Skrydstrup; Gary A Molander
Journal:  Org Lett       Date:  2014-03-17       Impact factor: 6.005

4.  Palladium-catalyzed hydroxylation of aryl and heteroaryl halides enabled by the use of a palladacycle precatalyst.

Authors:  Chi Wai Cheung; Stephen L Buchwald
Journal:  J Org Chem       Date:  2014-05-06       Impact factor: 4.354

  4 in total

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