Photoredox mediated annelation of iododifluoromethylated alcohols with 1,1-diarylethylenes

A method for the synthesis of 3,3-difluorotetrahydrofurans from iododifluoromethylated alcohols and 1,1-diarylethylenes is described. The reaction is performed under irradiation with 400 nm light emitting diodes in the presence of a cationic iridium(III) photocatalyst, [Ir(ppy)2(dtbbpy)]PF6, substoi...

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Bibliographic Details
Published inTetrahedron Vol. 74; no. 50; pp. 7136 - 7142
Main Authors Panferova, Liubov I., Chernov, Grigory N., Levin, Vitalij V., Kokorekin, Vladimir A., Dilman, Alexander D.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 13.12.2018
Elsevier
Subjects
Chemistry
Chemistry, Organic
Fluorinated alcohols
Organofluorine compounds
Photocatalysis
Physical Sciences
Radical reactions
Science & Technology
Tetrahydrofurans
Organofluorine compounds
Radical reactions
Photocatalysis
Fluorinated alcohols
Tetrahydrofurans
CATALYSIS
REAGENTS
GEMCITABINE
3-COMPONENT OXYTRIFLUOROMETHYLATION
ALKENES
KETONES
DIFLUOROMETHYLATION
OLEFINATION
FLUOROALKYLATION REACTIONS
INHIBITOR
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Summary:A method for the synthesis of 3,3-difluorotetrahydrofurans from iododifluoromethylated alcohols and 1,1-diarylethylenes is described. The reaction is performed under irradiation with 400 nm light emitting diodes in the presence of a cationic iridium(III) photocatalyst, [Ir(ppy)2(dtbbpy)]PF6, substoichiometric amounts of triphenylphosphine and sodium trifluoroacetate as a base. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2018.10.062