Regio- and Stereoselective Hydroelementation of SF5 -Alkynes and Further Functionalizations
Lucas Popek1, Jorge Juan Cabrera-Trujillo2, Vincent Debrauwer1
1Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000, Mulhouse, France.
Abstract:
Herein is described a fully regio- and stereoselective hydroelementation reaction of SF5 -alkynes with N, O and S-nucleophiles and further functionalization of the corresponding Z-(hetero)vinyl-SF5 intermediates, a suitable platform to access α-SF5 ketones and esters, β-SF5 amines and alcohols under mild reaction conditions. Experimental and computational comparative studies between SF5 - and CF3 -alkynes have been performed to highlight and explain the difference of reactivity and selectivity observed between these two fluorinated motifs.
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