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- Title
1,3-Diiodo-5,5-dimethylhydantoin—An efficient reagent for iodination of aromatic compounds.
- Authors
Chaikovskii, V.; Filimonov, V.; Funk, A.; Skorokhodov, V.; Ogorodnikov, V.
- Abstract
1,3-Diiodo-5,5-dimethylhydantoin in organic solvents successfully iodinates alkylbenzenes, aromatic amines, and phenyl ethers. The reactivity of electrophilic iodine is controlled by acidity of the medium. Superelectrophilic iodine generated upon dissolution of 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid readily reacts with electron-deficient arenes at 0 to 20°C with formation of the corresponding iodo derivatives in good yields. The structure of electrophilic iodine species generated from 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid is discussed.
- Subjects
CHEMICAL reagents; ALKYLBENZENE sulfonates; AROMATIC amines; AROMATIC compounds; ORGANIC compounds; SULFURIC acid
- Publication
Russian Journal of Organic Chemistry, 2007, Vol 43, Issue 9, p1291
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428007090060