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An anti-Carbopalladation/Amination Cascade with Alkynes: Access to Tetrasubstituted Enamines and Pyrroles.

Theresa SchitterSimon StammwitzPeter G JonesDaniel B Werz
Published in: Organic letters (2019)
A palladium-catalyzed intramolecular formal anti-carboamination of internal alkynes for the synthesis of tetrasubstituted enamines and pyrroles is reported. A broad range of different aniline derivatives, and also alkylated and benzylated amines, were used for the termination of the cascade. In the follow-up chemistry, we demonstrate that the TBS-protected pyrrole can be converted to a variety of other substituted pyrroles.
Keyphrases
  • molecular docking
  • drug discovery
  • structure activity relationship