Fluoroalkyl Amino Reagents for the Introduction of the Fluoro(trifluoromethoxy)methyl Group onto Arenes and Heterocycles - CNRS - Centre national de la recherche scientifique Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2017

Fluoroalkyl Amino Reagents for the Introduction of the Fluoro(trifluoromethoxy)methyl Group onto Arenes and Heterocycles

Résumé

Fluoroalkyl amino reagents 1a and 2a have been developed from commercially available trifluoromethyl trifluorovinyl ether via a hydroamination reaction with diethylamine or dimethylamine. These reagents can be activated by treatment with a Lewis acid and subsequently used as a mono- or dielectrophile for the introduction of the fluoro(trifluoromethoxy)methyl group, either in Vilsmeier-type acylations of aromatic substrates or in the synthesis of fluorinated pyrazoles from CH-acidic substrates and of bis-fluorinated pyrazoles, all being important building blocks for medicinal and agricultural chemistry.

Domaines

Chimie organique
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Dates et versions

hal-02105321 , version 1 (14-12-2021)

Identifiants

Citer

Etienne Schmitt, Sebastien Bouvet, Bruce Pegot, Armen Panossian, Jean-Pierre Vors, et al.. Fluoroalkyl Amino Reagents for the Introduction of the Fluoro(trifluoromethoxy)methyl Group onto Arenes and Heterocycles. Organic Letters, 2017, 19 (18), pp.4960-4963. ⟨10.1021/acs.orglett.7b02444⟩. ⟨hal-02105321⟩
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