Article Dans Une Revue Organic Letters Année : 2020

Gold-Catalyzed Spirocyclization Reactions of N-Propargyl Tryptamines and Tryptophans in Aqueous Media

Nazarii Sabat
  • Fonction : Auteur
Feryel Soualmia
Pascal Retailleau
Alhosna Benjdia
Olivier Berteau

Résumé

N-Propargyl tryptamine and tryptophan derivatives that are readily available from both synthetic and biocatalytic approaches, undergo gold-catalyzed dearomative cyclizations in aqueous media to the corresponding spirocyclic derivatives. In addition to the efficiency of the method, operating in aqueous media affords a selective entry to C2-unsubstituted spiroindolenines that have long remained unattainable by Au(I)-catalysis. Moderate to excellent yields of the desired spirocyclic products bearing various substituents were obtained.

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hal-03004181 , version 1 (13-11-2020)

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Nazarii Sabat, Feryel Soualmia, Pascal Retailleau, Alhosna Benjdia, Olivier Berteau, et al.. Gold-Catalyzed Spirocyclization Reactions of N-Propargyl Tryptamines and Tryptophans in Aqueous Media. Organic Letters, 2020, 22 (11), pp.4344-4349. ⟨10.1021/acs.orglett.0c01370⟩. ⟨hal-03004181⟩
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