Metal-free nucleophilic trifluoromethylselenolation via an iodide-mediated umpolung reactivity of trifluoromethylselenotoluenesulfonate.

Beilstein J Org Chem

Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Univ Lyon, Université Lyon 1, CNRS, CPE, INSA, 43 Bd du 11 novembre 1918, 69622 Villeurbanne, France.

Published: December 2020

We report herein a practical method to generate CFSe (and RSe) anions from shelf-stable reagents under iodide activation. Metal-free nucleophilic trifluoromethylselenolations have been then performed with this in situ-generated anion. Perfluoroalkylselenolations have also been described.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7736694PMC
http://dx.doi.org/10.3762/bjoc.16.252DOI Listing

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