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Metal-Free Synthesis of 2-(per)Fluoroalkyl-3-nitro Indoles via Intramolecular Cyclization of Amides.
Sterligov, Grigorii K; Rasskazova, Maria A; Drokin, Egor A; Isaeva, Dilshodakhon K; Ageshina, Alexandra A; Rzhevskiy, Sergey A; Shurupova, Olga V; Topchiy, Maxim A; Minaeva, Lidiya I; Asachenko, Andrey F.
Afiliación
  • Sterligov GK; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Rasskazova MA; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Drokin EA; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Isaeva DK; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Ageshina AA; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Rzhevskiy SA; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Shurupova OV; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Topchiy MA; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Minaeva LI; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
  • Asachenko AF; A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskiy prospect 29, 119991 Moscow, Russia.
J Org Chem ; 89(19): 14028-14037, 2024 Oct 04.
Article en En | MEDLINE | ID: mdl-39264970
ABSTRACT
A metal-free intramolecular cyclization of N-acyl amides for the synthesis of 3-nitro-2-(per)fluoroalkyl indoles is reported. Good functional group tolerance and a broad range of substrates are the features of this approach. The developed method is easy to operate and is suitable for the preparation of 2-difluoromethyl/trifluoromethyl/perfluoroethyl/perfluoropropyl indoles in yields of 84 to 99%. Also, the application of this protocol in the gram scale is shown.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Rusia Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Rusia Pais de publicación: Estados Unidos