Vinylation of Iododifluoromethylated Alcohols via a Light-Promoted Intramolecular Atom-Transfer Reaction

Vinylation of Iododifluoromethylated Alcohols via a Light-Promoted Intramolecular Atom-Transfer Reaction

Abstract A method for the synthesis of gem -difluorohomoallylic alcohols by the substitution of iodine in the iododifluoromethyl group by a vinyl fragment is described. The reaction proceeds via an intramolecular iodine atom transfer followed by β-elimination. The reaction is performed in the presen...

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Veröffentlicht in:Synthesis (Stuttgart) 2017-09, Vol.49 (18), p.4124-4132
Hauptverfasser: Panferova, Liubov I., Struchkova, Marina I., Dilman, Alexander D.
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract A method for the synthesis of gem -difluorohomoallylic alcohols by the substitution of iodine in the iododifluoromethyl group by a vinyl fragment is described. The reaction proceeds via an intramolecular iodine atom transfer followed by β-elimination. The reaction is performed in the presence of an iridium photocatalyst, fac -Ir(ppy) 3 , and triphenylphosphine under irradiation with light-emitting diodes.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0036-1590855