Literature DB >> 27545831

Rh-Catalyzed arylation of fluorinated ketones with arylboronic acids.

Luca S Dobson1, Graham Pattison.   

Abstract

The Rh-catalyzed arylation of fluorinated ketones with boronic acids is reported. This efficient process allows access to fluorinated alcohols in high yields under mild conditions. Competition experiments suggest that difluoromethyl ketones are more reactive than trifluoromethyl ketones in this process, despite their decreased electronic activation, an effect we postulate to be steric in origin.

Entities:  

Year:  2016        PMID: 27545831     DOI: 10.1039/c6cc05775f

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


  3 in total

1.  Nucleophilic Addition of Benzylboronates to Activated Ketones.

Authors:  Jacob C Hayes; Michael R Hollerbach; Timothy J Barker
Journal:  Tetrahedron Lett       Date:  2019-12-16       Impact factor: 2.415

2.  Conformational preferences of α-fluoroketones may influence their reactivity.

Authors:  Graham Pattison
Journal:  Beilstein J Org Chem       Date:  2017-12-29       Impact factor: 2.883

3.  Pd-catalyzed synthesis of 1-(hetero)aryl-2,2,2-trichloroethanols using chloral hydrate and (hetero)arylboroxines.

Authors:  Minori Shimizu; Yuta Okuda; Koki Toyoda; Ryo Akiyama; Hiraku Shinozaki; Tetsuya Yamamoto
Journal:  RSC Adv       Date:  2021-05-18       Impact factor: 3.361

  3 in total

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