Selectfluor F-TEDA-BF4 mediated and solvent directed iodination of aryl alkyl ketones using elemental iodine

Reactions of aryl alkyl ketones with methanol solution of elemental iodine and 1-fluoro-4-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF4) result in the formation of corresponding alpha-iodo ketones, while switch over of the regioselectivity can be direct...

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Published in:Chemical communications (Cambridge, England) England), 2002-03 (5), p.488-489
Main Authors: Stavber, Stojan, Jereb, Marjan, Zupan, Marko
Format: Article
Language:English
Subjects:
Diazonium Compounds
Hydrocarbons, Aromatic - chemistry
Hydrocarbons, Iodinated - chemistry
Indoles - chemistry
Iodine - chemistry
Ketones - chemistry
Solvents - chemistry
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Jereb, Marjan
Zupan, Marko
description Reactions of aryl alkyl ketones with methanol solution of elemental iodine and 1-fluoro-4-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF4) result in the formation of corresponding alpha-iodo ketones, while switch over of the regioselectivity can be directed by using acetonitrile as the solvent and selective iodination of the aromatic site of target molecules is thus achieved.
doi_str_mv 10.1039/b200240j
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source Royal Society of Chemistry: Jisc Collections: Journals Archive 1841-2007 (2019-2023)
subjects Diazonium Compounds
Hydrocarbons, Aromatic - chemistry
Hydrocarbons, Iodinated - chemistry
Indoles - chemistry
Iodine - chemistry
Ketones - chemistry
Solvents - chemistry
title Selectfluor F-TEDA-BF4 mediated and solvent directed iodination of aryl alkyl ketones using elemental iodine
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