Literature DB >> 25198754

Divergent reaction mechanisms in the aminofluorination of alkenes.

Wangqing Kong1, Estíbaliz Merino1, Cristina Nevado2.   

Abstract

The aminofluorination of alkenes has become an attractive platform for the synthesis of β-amino-fluorinated compounds, valuable building blocks in medicinal and agricultural chemistry. The novel methodologies disclosed in recent years have unraveled a broad array of reaction mechanisms, so that the interest in these transformations transcends the mere synthetic aspects. This review aims to summarize the most relevant findings in this area attending at the nature of the fluorine source, and thus the specific mechanism operating in each of these transformations, namely electrophilic, nucleophilic, radical, and late transition metal-catalyzed reactions.

Entities:  

Year:  2014        PMID: 25198754     DOI: 10.2533/chimia.2014.430

Source DB:  PubMed          Journal:  Chimia (Aarau)        ISSN: 0009-4293            Impact factor:   1.509


  6 in total

1.  Enantioselective Aryl-Iodide-Catalyzed Wagner-Meerwein Rearrangements.

Authors:  Hayden A Sharma; Katrina M Mennie; Eugene E Kwan; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2020-09-03       Impact factor: 15.419

2.  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

3.  Fluorinative ring-opening of cyclopropanes by hypervalent iodine reagents. An efficient method for 1,3-oxyfluorination and 1,3-difluorination.

Authors:  Nadia O Ilchenko; Martin Hedberg; Kálmán J Szabó
Journal:  Chem Sci       Date:  2016-09-16       Impact factor: 9.825

Review 4.  Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine.

Authors:  Jianlin Han; Greg Butler; Hiroki Moriwaki; Hiroyuki Konno; Vadim A Soloshonok; Tsugio Kitamura
Journal:  Molecules       Date:  2020-04-30       Impact factor: 4.411

5.  Regio- and Enantioselective Intermolecular Aminofluorination of Alkenes via Iodine(I)/Iodine(III) Catalysis.

Authors:  Michael Schäfer; Timo Stünkel; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-28       Impact factor: 16.823

6.  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

  6 in total

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