Journal
SYNLETT
Volume 25, Issue 12, Pages 1769-1775Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1378225
Keywords
interhalogens; electrophilic aromatic halogenation; isocryptolepine; chlorotrimethylsilane; N-halosuccinimide
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Funding
- Chulabhorn Research Institute (CRI)
- Chulabhorn Graduate Institute (CGI)
- Center of Excellence on Environmental Health and Toxicology (EHT), Ministry of Education
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Halomonochloride compounds (ClCl, BrCl, ICl) generated in situ from N-halosuccinimide and catalytic chlorotrimethylsilane (TMSCl, 0.1 equiv) can efficiently halogenate aromatic compounds to give halogenated products in good to excellent yields and selectivities. The reaction can be carried out at room temperature or at lower temperatures, requires only one hour, is practical to apply to a wide range of substrates, and provides a simple access to a variety of haloarene compounds.
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