Literature DB >> 15989369

Reactions of enamines with selectfluor: a straightforward route to difluorinated carbonyl compounds.

Weimin Peng1, Jean'ne M Shreeve.   

Abstract

[reaction: see text] Reactions of enamines, preformed from beta-dicarbonyl and monocarbonyl compounds, with Selectfluor (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) under mild conditions (triethylamine (TEA) or molecular sieves) easily led to the corresponding difluorinated carbonyl compounds in high yields.

Entities:  

Year:  2005        PMID： 15989369     DOI： 10.1021/jo0506837

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  6 in total

1.  Metal-catalyzed Decarboxylative Fluoroalkylation Reactions.

Authors:  Brett R Ambler; Ming-Hsiu Yang; Ryan A Altman
Journal:  Synlett       Date:  2016-12       Impact factor: 2.454

2.  Computational design, synthesis and biological evaluation of para-quinone-based inhibitors for redox regulation of the dual-specificity phosphatase Cdc25B.

Authors:  Shahar Keinan; William D Paquette; John J Skoko; David N Beratan; Weitao Yang; Sunita Shinde; Paul A Johnston; John S Lazo; Peter Wipf
Journal:  Org Biomol Chem       Date:  2008-07-15       Impact factor: 3.876

3.  Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions.

Authors:  Erum Raja; Douglas A Klumpp
Journal:  Tetrahedron Lett       Date:  2011-10-05       Impact factor: 2.415

4.  Combination of gold catalysis and Selectfluor for the synthesis of fluorinated nitrogen heterocycles.

Authors:  Antoine Simonneau; Pierre Garcia; Jean-Philippe Goddard; Virginie Mouriès-Mansuy; Max Malacria; Louis Fensterbank
Journal:  Beilstein J Org Chem       Date:  2011-10-07       Impact factor: 2.883

5.  Second-generation difluorinated cyclooctynes for copper-free click chemistry.

Authors:  Julian A Codelli; Jeremy M Baskin; Nicholas J Agard; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2008-08-05       Impact factor: 15.419

6.  Enolization rates control mono- versus di-fluorination of 1,3-dicarbonyl derivatives.

Authors:  Neshat Rozatian; Andrew Beeby; Ian W Ashworth; Graham Sandford; David R W Hodgson
Journal:  Chem Sci       Date:  2019-09-16       Impact factor: 9.825
  6 in total

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