Indole β-nucleophilic substitution. Part 7. β-Halogenation of indoles. Attempted intramolecular β-nucleophilic substitution of α-arylindoles
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2417-2422
- https://doi.org/10.1039/p19830002417
Abstract
Intramolecular β-nucleophilic substitution of 2-aryl-1-phenylsulphonylindoles could not be achieved. N-Arylsulphonylation of 2-arylindoles with arylsulphonyl halides using phase-transfer conditions is accompanied by 3-halogenation in some cases; the proportion of 3-halogeno-arylsulphonyl-2-arylindole produced is greater with more electron rich 2-substituents supporting the view that the 3-halogenation is electrophilic in character.Keywords
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