G. A. Lozhkin, A. L. Trifonov, A. D. Dilman, “Visible light-induced thiocyanation of <i>gem</i>-difluorinated phosphonium salts”, Mendeleev Commun., 2023, Volume 33, Issue 4,Pages <nobr>491

Communications

Visible light-induced thiocyanation of gem-difluorinated phosphonium salts

G. A. Lozhkin^ab, A. L. Trifonov^a, A. D. Dilman^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Abstract: gem-Difluorinated phosphonium salts were generated from nitrones by methylation and reaction with (triphenylphosphonio)difluoroacetate. The phosphonium salts were subjected to visible light-induced phosphonium–thiocyanate exchange in the presence of ammonium thiocyanate, copper thiocyanate, and an iridium photocatalyst. The sequence of the reactions was performed in one pot affording thiocyanates attached to the difluoromethylene fragment.

Keywords: radicals, nitrones, organofluorine compounds, thiocyanates, phosphonium salts, photochemical reactions.

Language: English

DOI: 10.1016/j.mencom.2023.06.016

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