2-Iodylphenol ethers: Preparation, X-ray crystal structure, and reactivity of new hypervalent iodine(V) oxidizing reagents

Alexey Y. Koposov, Rashad R. Karimov, Ivan M. Geraskin, Victor N. Nemykin, Viktor Zhdankin

Research output: Contribution to journalArticle

39 Scopus citations

Abstract

2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenol ethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysis of 1-iodyl-2-isopropoxybenzene 8c and 1-iodyl-2-butoxybenzene 8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO2 groups of different molecules. 2-Iodylphenol ethers can selectively oxidize sulfides to sulfoxides and alcohols to the respective aldehydes or ketones.

Original languageEnglish (US)
Pages (from-to)8452-8458
Number of pages7
JournalJournal of Organic Chemistry
Volume71
Issue number22
DOIs
StatePublished - Oct 27 2006

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