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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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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Abstract 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]
AbstractList 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]
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. (C) 2018 Elsevier Ltd. All rights reserved.
Author Kokorekin, Vladimir A.
Panferova, Liubov I.
Chernov, Grigory N.
Dilman, Alexander D.
Levin, Vitalij V.
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Issue 50
Keywords Organofluorine compounds
Radical reactions
Photocatalysis
Fluorinated alcohols
Tetrahydrofurans
CATALYSIS
REAGENTS
GEMCITABINE
3-COMPONENT OXYTRIFLUOROMETHYLATION
ALKENES
KETONES
DIFLUOROMETHYLATION
OLEFINATION
FLUOROALKYLATION REACTIONS
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Snippet A method for the synthesis of 3,3-difluorotetrahydrofurans from iododifluoromethylated alcohols and 1,1-diarylethylenes is described. The reaction is performed...
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SubjectTerms Chemistry
Chemistry, Organic
Fluorinated alcohols
Organofluorine compounds
Photocatalysis
Physical Sciences
Radical reactions
Science & Technology
Tetrahydrofurans
Title Photoredox mediated annelation of iododifluoromethylated alcohols with 1,1-diarylethylenes
URI https://dx.doi.org/10.1016/j.tet.2018.10.062
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