Literature DB >> 23998186

Electrophilic fluorination using a hypervalent iodine reagent derived from fluoride.

Gemma C Geary1, Eric G Hope, Kuldip Singh, Alison M Stuart.   

Abstract

The air and moisture stable fluoroiodane 8, readily prepared on a 6 g scale by nucleophilic fluorination of the hydroxyiodane 7 with TREAT-HF, has been used as an electrophilic fluorinating reagent for the first time to monofluorinate 1,3-ketoesters and difluorinate 1,3-diketones in good isolated yields.

Entities:  

Year:  2013        PMID： 23998186     DOI： 10.1039/c3cc44792h

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


  5 in total

1.  Structural reevaluation of the electrophilic hypervalent iodine reagent for trifluoromethylthiolation supported by the crystalline sponge method for X-ray analysis.

Authors:  Ekaterina V Vinogradova; Peter Müller; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-17       Impact factor: 15.336

2.  Mild silver-mediated geminal difluorination of styrenes using an air- and moisture-stable fluoroiodane reagent.

Authors:  Nadia O Ilchenko; Boris O A Tasch; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-21       Impact factor: 15.336

3.  Catalytic Intramolecular Aminofluorination, Oxyfluorination, and Carbofluorination with a Stable and Versatile Hypervalent Fluoroiodine Reagent.

Authors:  Weiming Yuan; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-09       Impact factor: 15.336

4.  Rhodium-Catalyzed Geminal Oxyfluorination and Oxytrifluoro-Methylation of Diazocarbonyl Compounds.

Authors:  Weiming Yuan; Lars Eriksson; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2016-05-24       Impact factor: 15.336

5.  Mechanisms of Formation and Rearrangement of Benziodoxole-Based CF3 and SCF3 Transfer Reagents.

Authors:  Oriana Brea; Kalman J Szabo; Fahmi Himo
Journal:  J Org Chem       Date:  2020-11-17       Impact factor: 4.354
  5 in total

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