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RSS FeedsMolecules, Vol. 24, Pages 1569: Copper-Catalyzed Regioselective Synthesis of (E)-?-Fluorovinyl Sulfones (Molecules)

 
 

20 april 2019 09:03:34

 
Molecules, Vol. 24, Pages 1569: Copper-Catalyzed Regioselective Synthesis of (E)-?-Fluorovinyl Sulfones (Molecules)
 




Organofluorine compounds are finding increasing application in a variety of fields such as pharmaceutical, agrochemical, and material sciences. However, given the scarcity of fluorine-containing natural products, advancement in this area depends almost entirely on the development of new synthetic methodologies. In this article, we present the synthesis of a series of previously undescribed (E)-β-fluorovinyl sulfones via a simple copper-catalyzed addition of hydrogen fluoride to alkynyl sulfone starting materials in varying yields and E/Z selectivities. The hydrogenation of these products was also explored and compared with the hydrogenation of the related Z isomers. These new products may find interesting applications, given the versatility of vinyl sulfones in chemical synthesis and the unique properties of vinyl fluorides in biological settings.


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39 viewsCategory: Biochemistry, Chemistry, Molecular Biology
 
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