2-Chloro-3-formylindoles give 5-azido-3-cyanoindoles on reaction with an excess of sodium azide in dimethylsulphoxide, as a result of a ring opening-ring closure with concomitant nucleophilic substitution at the 5-position in the indole ring; the X-ray crystal structure of the new 5-azidoindole has been determined.
Original language
English
Journal
Journal of the Chemical Society, Chemical Communications