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N-Iodosuccinimide (NIS) in Direct Aromatic Iodination
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences.
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences.ORCID iD: 0000-0002-8849-9883
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences.
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences.ORCID iD: 0000-0001-7158-6393
2017 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 22, p. 3234-3239Article in journal (Refereed) Published
Abstract [en]

N-Iodosuccinimide (NIS) in pure trifluoroacetic acid (TFA) offers a time-efficient and general method for the iodination of a wide range of mono-and disubstituted benzenes at room temperature, as demonstrated in this paper. The starting materials were generally converted into mono-iodinated products in less than 16 hours at room temperature, without byproducts. A few deactivated substrates needed addition of sulfuric acid to increase the reaction rate. Another exception was methoxybenzenes that preferentially were iodinated by NIS in acetonitrile with only catalytic amounts of TFA.

Place, publisher, year, edition, pages
Wiley-Blackwell, 2017. no 22, p. 3234-3239
Keywords [en]
Iodine-mediated reactions, Regioselectivity, Iodination, Electrophilic substitution, Arenes
National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry
Identifiers
URN: urn:nbn:se:lnu:diva-66906DOI: 10.1002/ejoc.201700173ISI: 000403682000014Scopus ID: 2-s2.0-85020488886OAI: oai:DiVA.org:lnu-66906DiVA, id: diva2:1127375
Available from: 2017-07-14 Created: 2017-07-14 Last updated: 2019-08-29Bibliographically approved

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Bergström, MariaGanji, SureshNaidu Veluru, RameshUnelius, C. Rikard
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