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Nucleophilic tele-substitution in 2-chloro-3-formylindoles via ring opening-ring closure

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  • Krystian Pluta, University of Southern Denmark
  • ,
  • Kim V. Andersen, The H.C. Ørsted Institute, Laboratory IV, Universitetsparken 5
  • ,
  • F. Jensen
  • Jan Becher, University of Southern Denmark
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 languageEnglish
JournalJournal of the Chemical Society, Chemical Communications
Pages (from-to)1583-1584
Number of pages2
Publication statusPublished - 1988
Externally publishedYes

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