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

, , , , & (2013) Direct iodination of isoindolines and isoindoline nitroxides as precursors to functionalized nitroxides. European Journal of Organic Chemistry, 2013(22), pp. 4829-4835.

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Description

A new method for the direct aryl iodination of isoindolines and isoindoline nitroxides which 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.

Impact and interest:

9 citations in Scopus
8 citations in Web of Science®
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ID Code: 219846
Item Type: Contribution to Journal (Journal Article)
Refereed: Yes
ORCID iD:
Fairfull-Smith, Kathrynorcid.org/0000-0002-9412-632X
Pfrunder, Michaelorcid.org/0000-0002-2270-7141
McMurtrie, Johnorcid.org/0000-0003-3990-8617
Measurements or Duration: 7 pages
Keywords: Aromatic substitution, Halogenation, Nitrogen oxides, Synthetic methods, radicals
DOI: 10.1002/ejoc.201300313
ISSN: 1434-193X
Pure ID: 32549983
Divisions: Past > QUT Faculties & Divisions > Science & Engineering Faculty
Past > Schools > School of Chemistry, Physics & Mechanical Engineering
Copyright Owner: Consult author(s) regarding copyright matters
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Deposited On: 06 Nov 2021 11:40
Last Modified: 02 Mar 2024 01:58