Silver-Mediated Perfluoroalkylation Reactions

Andreas Hafner; Nicole Jung; Stefan Bräse

doi:10.1055/s-0033-1341223

Synthesis, Inhaltsverzeichnis

Synthesis 2014; 46(11): 1440-1447
DOI: 10.1055/s-0033-1341223

short review

Silver-Mediated Perfluoroalkylation Reactions

Andreas Hafner

^aInstitute of Organic Chemistry, KIT-Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany Fax: +49(721)60848581 eMail: braese@kit.edu

,

Nicole Jung

^bInstitute of Toxicology and Genetics, KIT-Campus North, Hermann-von-Helmholtz Platz 1, 76344 Eggenstein-Leopoldshafen, Germany

,

Stefan Bräse*

^aInstitute of Organic Chemistry, KIT-Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany Fax: +49(721)60848581 eMail: braese@kit.edu

^bInstitute of Toxicology and Genetics, KIT-Campus North, Hermann-von-Helmholtz Platz 1, 76344 Eggenstein-Leopoldshafen, Germany

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Abstract

Alle Artikel dieser Rubrik

Dedicated to Armin de Meijere on the occasion of his 75^th birthday

Abstract

Direct perfluoroalkylation reactions, especially trifluoromethylations of organic substrates, are of particular importance in modern organic chemistry as they allow rapid access to perfluoroalkylated molecules. In contrast to common metal-mediated perfluoroalkylations, recently developed silver-mediated perfluoroalkylation protocols offer the opportunity for orthogonal introduction of fluorine containing groups in organic compounds. This review gathers recent progress on silver-mediated perfluoroalkylation reactions and gives an overview over efficient syntheses, properties, and reactivity of perfluoroorganosilver(I) compounds. In addition, cooperative effects with copper-mediated processes are discussed.

1 Introduction

2 Syntheses and Properties of Perfluoroorganosilver Compounds

3 Silver-Mediated Perfluoroalkylations

3.1 Perfluoroorganosilver Compounds in Copper-Mediated Perfluoroalkylations

3.2 Perfluoroorganosilver Compounds as Precursors for Radicals

3.3 Perfluoroorganosilver Compounds as Nucleophilic Reagents

3.4 Silver-Catalyzed Perfluoroalkylations

4 Conclusion and Outlook

Key words

perfluoroalkylation - trifluoromethylation - silver - perfluoroorganyls - arenes

Volltext

Referenzen

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