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

Fairfull-Smith, Kathryn E., Debele, Emmanuel, Allen, Jesse, Prfunder, Michael, & McMurtrie, John (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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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.

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3 citations in Scopus
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2 citations in Web of Science®

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105 since deposited on 28 Jan 2014
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ID Code: 66645
Item Type: Journal Article
Refereed: Yes
Keywords: Synthetic methods, Aromatic substitution, Halogenation, radicals, Nitrogen oxides
DOI: 10.1002/ejoc.201300313
ISSN: 1434-193X
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000)
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Past > QUT Faculties & Divisions > Faculty of Science and Technology
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Deposited On: 28 Jan 2014 04:23
Last Modified: 30 Jan 2014 05:22

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