Synthesis and Properties of α-Bromomethyl-Substituted β-Ethoxyvinyl Polyfluoroalkyl Ketones

Maksym Ya. Bugera; Karen V. Tarasenko; Valery P. Kukhar; Gerd-Volker Röschenthaler; Igor I. Gerus

doi:10.1055/s-0033-1339668

Synthesis, Inhaltsverzeichnis

Synthesis 2013; 45(22): 3157-3163
DOI: 10.1055/s-0033-1339668

paper

Synthesis and Properties of α-Bromomethyl-Substituted β-Ethoxyvinyl Polyfluoroalkyl Ketones

Maksym Ya. Bugera

^aDepartment of Fine Organic Synthesis, Institute of Bioorganic Chemistry and Petrochemistry, National Ukrainian Academy of Science, Murmanska Str. 1, Kiev 02094, Ukraine

,

Karen V. Tarasenko

^aDepartment of Fine Organic Synthesis, Institute of Bioorganic Chemistry and Petrochemistry, National Ukrainian Academy of Science, Murmanska Str. 1, Kiev 02094, Ukraine

,

Valery P. Kukhar

^aDepartment of Fine Organic Synthesis, Institute of Bioorganic Chemistry and Petrochemistry, National Ukrainian Academy of Science, Murmanska Str. 1, Kiev 02094, Ukraine

,

Gerd-Volker Röschenthaler

^bJacobs University Bremen gGmbH, School of Engineering and Science, Campus Ring 1, 28759 Bremen, Germany

,

Igor I. Gerus*

^aDepartment of Fine Organic Synthesis, Institute of Bioorganic Chemistry and Petrochemistry, National Ukrainian Academy of Science, Murmanska Str. 1, Kiev 02094, Ukraine

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Abstract

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Abstract

An efficient and practical method for the synthesis of α-bromomethyl-substituted β-alkoxyvinyl polyfluoroalkyl ketones is reported. These highly functionalized α-bromomethyl enones easily react with various nucleophiles and binucleophiles affording a wide variety of new functionalized enones and heterocyclic systems that are perspective starting materials for the synthesis of compounds with potentially high biological and pharmacological activity.

Key words

enones - fluorine - halogenation - radical reaction - nucleophilic reaction - heterocycles

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Referenzen

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