Oxidative Opening of Cycloalkanols: An Efficient Entry to ω-Iodocarbonyl Compounds

Simply mix and switch on the light: This is all that is required to obtain ω‐functionalized aldehydes and ketones from readily available cyclic alcohols and IPy2BF4. The unusual oxidation process is outlined in Equation (1). R1,R2=H, CH3; n=2, 3, 4, 10; Py=pyridine.

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Bibliographic Details
Published inAngewandte Chemie (International ed.) Vol. 40; no. 18; pp. 3389 - 3392
Main Authors Barluenga, José, González-Bobes, Francisco, Ananthoju, Sreenivasa R., García-Martín, Miguel A., González, José M.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 17.09.2001
WILEY‐VCH Verlag GmbH
Wiley
Subjects
Alcohols
Aldehydes
Chemistry
Chemistry, Multidisciplinary
cleavage reactions
iodine reagents
Ketones
Mathematical analysis
Oxidation
Physical Sciences
radical reactions
Science & Technology
Switches
HIGH-YIELD
ALCOHOLS
PHOTOINDUCED MOLECULAR-TRANSFORMATIONS
CYCLIZATIONS
MECHANISM
KINETICS
RADICAL FRAGMENTATION
HYPOIODITE
CLEAVAGE
CYCLOPENTANOL
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Summary:Simply mix and switch on the light: This is all that is required to obtain ω‐functionalized aldehydes and ketones from readily available cyclic alcohols and IPy2BF4. The unusual oxidation process is outlined in Equation (1). R1,R2=H, CH3; n=2, 3, 4, 10; Py=pyridine.
Bibliography:istex:159C90333E6F588BA826EDC5539F232C74CC314E
ark:/67375/WNG-TN0ZXCDM-P
ArticleID:ANIE3389
This research was supported by DGES (Grant PB97‐1271). F.G.‐B. thanks FICYT for a fellowship.
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SourceType-Scholarly Journals-1
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ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20010917)40:18<3389::AID-ANIE3389>3.0.CO;2-V