Metal-Free Synthesis of 2-(per)Fluoroalkyl-3-nitro Indoles via Intramolecular Cyclization of Amides.

Grigorii K SterligovMaria A RasskazovaEgor A DrokinDilshodakhon K IsaevaAlexandra A AgeshinaSergey A RzhevskiyOlga V ShurupovaMaxim A TopchiyLidiya I MinaevaAndrey F Asachenko

Published in: The Journal of organic chemistry (2024)

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.

Keyphrases

randomized controlled trial
energy transfer
gram negative
fatty acid
multidrug resistant