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Dearomatization of 3-Nitroindoles by a Phosphine-Catalyzed Enantioselective [3+2] Annulation Reaction.

Kaizhi LiThéo P GonçalvesKuo-Wei HuangYixin Lu
Published in: Angewandte Chemie (International ed. in English) (2019)
The dearomatization of 3-nitroindoles through a chiral-phosphine-mediated [3+2] annulation reaction is described. This method makes use of readily available 3-nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine-triggered cyclization has not been utilized previously in a dearomatization process.
Keyphrases
  • room temperature
  • ionic liquid
  • electron transfer