Journal
ARKIVOC
Volume -, Issue -, Pages 67-73Publisher
ARKAT USA INC
DOI: 10.3998/ark.5550190.0002.105
Keywords
Indoles; isatin derivatives; N-bromosuccinimide-dimethyl sulfoxide oxidation
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A convenient method has been developed for the conversion of indoles into isatin derivatives in good to excellent yields. The general process utilizes our efficient one-pot method for bromination and oxidation with an N-bromosuccinimide - dimethyl sulfoxide reagent. 1-Alkyl-7-azaindoles are readily available in excellent yields from the reaction of the sodium salt of 7-azaindole with appropriate alkyl halides in dimethylacetamide. Similar reactions with 1-alkyl-5-cyanoindoles and indole gave 1-alkyl-5-cyanoisatins and isatin, respectively.
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