Regio- and Stereoselective Hydroelementation of SF 5 -Alkynes and Further Functionalizations.

Autor: Popek L; Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000, Mulhouse, France., Cabrera-Trujillo JJ; CNRS/Université de Pau et des Pays de l'Adour, E2S-UPPA, IPREM UMR 5254, 64053, Pau cedex 09, France., Debrauwer V; Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000, Mulhouse, France., Blanchard N; Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000, Mulhouse, France., Miqueu K; CNRS/Université de Pau et des Pays de l'Adour, E2S-UPPA, IPREM UMR 5254, 64053, Pau cedex 09, France., Bizet V; Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000, Mulhouse, France.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 May 02; Vol. 62 (19), pp. e202300685. Date of Electronic Publication: 2023 Mar 30.
DOI: 10.1002/anie.202300685
Abstrakt: Herein is described a fully regio- and stereoselective hydroelementation reaction of SF 5 -alkynes with N, O and S-nucleophiles and further functionalization of the corresponding Z-(hetero)vinyl-SF 5 intermediates, a suitable platform to access α-SF 5 ketones and esters, β-SF 5 amines and alcohols under mild reaction conditions. Experimental and computational comparative studies between SF 5 - and CF 3 -alkynes have been performed to highlight and explain the difference of reactivity and selectivity observed between these two fluorinated motifs.
(© 2023 Wiley-VCH GmbH.)
Databáze: MEDLINE
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