Gold-Catalyzed Spirocyclization Reactions of N -Propargyl Tryptamines and Tryptophans in Aqueous Media - INRAE - Institut national de recherche pour l’agriculture, l’alimentation et l’environnement
Article Dans Une Revue Organic Letters Année : 2020

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

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.

Dates et versions

hal-02933787 , version 1 (08-09-2020)

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Citer

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 (14), pp.5714. ⟨10.1021/acs.orglett.0c02206⟩. ⟨hal-02933787⟩
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