Journal article
Regioselective iodination of chlorinated aromatic compounds using silver salts
Tetrahedron, Vol.67(39), pp.7461-7469
2011
DOI: 10.1016/j.tet.2011.07.064
PMCID: PMC3170769
PMID: 21918585
Abstract
The iodination of chlorinated aromatic compounds using Ag
2SO
4/I
2, AgSbF
6/I
2, AgBF
4/I
2, and AgPF
6/I
2 offers access to iodoarenes that are valuable intermediates in organic synthesis. Specifically, iodination of phenols, anisoles, and anilines with a 3,5-dichloro substitution pattern preferentially yielded the
ortho,
para, and
para iodinated product, respectively. In the case of chlorobenzene and 3-chlorotoluene, AgSbF
6/I
2, AgBF
4/I
2, and AgPF
6/I
2, but not Ag
2SO
4/I
2, selectively introduced the iodine in
para position to the chlorine substituent.
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Details
- Title: Subtitle
- Regioselective iodination of chlorinated aromatic compounds using silver salts
- Creators
- Sudhir N Joshi - The University of Iowa, Department of Occupational and Environmental Health, UI Research Park, 124 IREH, Iowa City, IA 52242, USASandhya M Vyas - The University of Iowa, Department of Occupational and Environmental Health, UI Research Park, 124 IREH, Iowa City, IA 52242, USAHuimin Wu - The University of Iowa, Department of Occupational and Environmental Health, UI Research Park, 124 IREH, Iowa City, IA 52242, USAMichael W Duffel - The University of Iowa, College of Pharmacy, Division of Medicinal and Natural Products Chemistry, Iowa City, IA 52242, USASean Parkin - University of Kentucky, Department of Chemistry, Lexington, KY 40536, USAHans-Joachim Lehmler - The University of Iowa, Department of Occupational and Environmental Health, UI Research Park, 124 IREH, Iowa City, IA 52242, USA
- Resource Type
- Journal article
- Publication Details
- Tetrahedron, Vol.67(39), pp.7461-7469
- DOI
- 10.1016/j.tet.2011.07.064
- PMID
- 21918585
- PMCID
- PMC3170769
- NLM abbreviation
- Tetrahedron
- ISSN
- 0040-4020
- eISSN
- 1464-5416
- Publisher
- Elsevier Ltd
- Grant note
- DOI: 10.13039/100000002, name: National Institutes of Health; DOI: 10.13039/100000066, name: National Institute of Environmental Health Sciences
- Language
- English
- Date published
- 2011
- Academic Unit
- Occupational and Environmental Health; Iowa Neuroscience Institute; Pharmaceutical Sciences and Experimental Therapeutics; Iowa Superfund Research Program; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984000919702771
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