Exploration towards the bromopentafluorosulfanylation reaction of terminal alkynes

• A direct bromopentafluorosulfanylation reaction of terminal alkynes is reported. • Tetrabromomethane is used as a bromine atom source. • The chloropentafluorosulfanylated product is present as a minor inseparable compound. In this paper, we report our efforts toward the development of a bromopentafluorosulfanylation reaction of terminal alkynes. The use of tetrabromomethane (CBr 4 ) as a bromine atom source allowed the formation of the bromopentafluorosulfanylated product. Practically, however, the desired products could not be separated from the minor chloropentafluorosulfanylated products as well as the dibromoalkene side-products generated under those reaction conditions.

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Publication Details

Journal
Journal of Fluorine Chemistry
Published
2024-12-25
DOI
https://doi.org/10.1016/j.jfluchem.2024.110386
Citations
2
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.42

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article

Exploration towards the bromopentafluorosulfanylation reaction of terminal alkynes

Marie-Rose Ouellet-Du Berger, Jean‐François Paquin, Jean‐Philippe Bouillon
2 citations
Journal of Fluorine Chemistry
Fluorine in Organic Chemistry
0.42
article

Exploration towards the bromopentafluorosulfanylation reaction of terminal alkynes

Marie-Rose Ouellet-Du Berger, Jean‐François Paquin, Jean‐Philippe Bouillon
article en
2 citations

Abstract

• A direct bromopentafluorosulfanylation reaction of terminal alkynes is reported. • Tetrabromomethane is used as a bromine atom source. • The chloropentafluorosulfanylated product is present as a minor inseparable compound. In this paper, we report our efforts toward the development of a bromopentafluorosulfanylation reaction of terminal alkynes. The use of tetrabromomethane (CBr 4 ) as a bromine atom source allowed the formation of the bromopentafluorosulfanylated product. Practically, however, the desired products could not be separated from the minor chloropentafluorosulfanylated products as well as the dibromoalkene side-products generated under those reaction conditions.

Journal of Fluorine ChemistryVol. 282
Centre National de la Recherche Scientifique (FR), Normandie Université (FR), PROTEO (CA), Université Laval (CA), Université de Rouen Normandie (FR), Institut National des Sciences Appliquées Rouen Normandie (FR)
Université Laval, Indian National Science Academy, Agence Nationale de la Recherche, Centre National de la Recherche Scientifique, Université de Rouen, Normandie Université, Région Normandie, Natural Sciences and Engineering Research Council of Canada, Fonds de recherche du Québec – Nature et technologies
Openalex Percentile: Top 40%
Fluorine in Organic Chemistry
0.42
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Exploration towards the bromopentafluorosulfanylation reaction of terminal alkynes — Marie-Rose Ouellet-Du Berger, Jean‐François Paquin, et al. · Journal of Fluorine Chemistry (2024) | TGRS Research Map | TGRS