Direct iodination of isoindolines and isoindoline nitroxides as precursors to functionalized nitroxides

Fairfull-Smith, Kathryn E., Debele, Emmanuel A., Allen, Jesse P., Pfrunder, Michael C. and McMurtrie, John C. (2013) Direct iodination of isoindolines and isoindoline nitroxides as precursors to functionalized nitroxides. European Journal of Organic Chemistry, 22: 4829-4835. doi:10.1002/ejoc.201300313


Author Fairfull-Smith, Kathryn E.
Debele, Emmanuel A.
Allen, Jesse P.
Pfrunder, Michael C.
McMurtrie, John C.
Title Direct iodination of isoindolines and isoindoline nitroxides as precursors to functionalized nitroxides
Journal name European Journal of Organic Chemistry   Check publisher's open access policy
ISSN 1434-193X
1099-0690
Publication date 2013-01-01
Year available 2013
Sub-type Article (original research)
DOI 10.1002/ejoc.201300313
Open Access Status Not yet assessed
Issue 22
Start page 4829
End page 4835
Total pages 7
Place of publication Weinheim, Germany
Publisher Wiley - V C H Verlag
Language eng
Abstract A new method for the direct aryl iodination of isoindolines and isoindoline nitroxides that utilizes periodic acid and potassium iodide in sulfuric acid is presented. Di-iodo functionalized tetramethyl and tetraethyl isoindolines and a di-iodo tetramethyl isoindoline nitroxide were prepared in high yield (70-82 %). The analogous mono-iodo species were afforded in modest yield (34-48 %). Iodinated nitrones were also obtained from a tetraethyl isoindoline nitroxide.
Keyword Aromatic substitution
Halogenation
Nitrogen oxides
Radicals
Synthetic methods
Q-Index Code C1
Q-Index Status Provisional Code
Grant ID CE 0561607
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Chemistry and Molecular Biosciences
 
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