Publications by authors named "Lucas Popek"
Article Synopsis
- The article presents the first successful creation of SF-ynamides, which are multifunctional compounds incorporating a pentafluorosulfanyl group.
- * The synthesis involves a two-step process: first, a radical reaction adds the SF group to different terminal ynamides, followed by removing a chlorine atom.
- * Various chemical reactions can readily modify these newly formed SF-ynamides, demonstrating their potential for diverse applications in organic chemistry.
The chloropentafluorosulfanylation of alkynes is a delicate but crucial operation for accessing SF-alkynes that serve as substrates in numerous transformations. Dolbier's procedure using EtB/O was the most efficient approach, while recent efforts make use of other initiators and light activation. We found that THF, as a single stimulus, is sufficient to trigger the reaction of SFCl with alkynes.
View Article and Find Full Text PDFPalladium-Catalyzed Regioselective Synthesis of 2-SF -Indenols and Further Derivatizations.
Angew Chem Int Ed Engl
February 2024
A palladium-catalyzed synthesis of 2-SF -indenols has been developed by reacting commercially available boronic acid derivatives and readily accessible SF -alkynes. The present methodology is fully regioselective thanks to the intrinsic polarization of SF -alkynes. A selection of downstream functionalizations has been performed to highlight the versatility of 2-SF -indenols and indenones as platforms for the design of more complex SF -containing molecules.
View Article and Find Full Text PDFArticle Synopsis
- Pyrazines are highly reactive compounds that can participate in Diels-Alder reactions with certain activated partners, even at room temperature in a specific kind of reaction.
- The study demonstrated a unique intramolecular cascade reaction leading to the formation of 6- or 7-aza-indazoles.
- Researchers found that different substituents on the reaction precursor affected the distribution of the final products, and NMR studies were used to understand this selectivity better.
Herein is described a fully regio- and stereoselective hydroelementation reaction of SF -alkynes with N, O and S-nucleophiles and further functionalization of the corresponding Z-(hetero)vinyl-SF intermediates, a suitable platform to access α-SF ketones and esters, β-SF amines and alcohols under mild reaction conditions. Experimental and computational comparative studies between SF - and CF -alkynes have been performed to highlight and explain the difference of reactivity and selectivity observed between these two fluorinated motifs.
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