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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.
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Preprints, Working Papers, ...
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https://hal.inrae.fr/hal-02933778
Contributor : Olivier Berteau <>
Submitted on : Tuesday, September 8, 2020 - 5:48:31 PM
Last modification on : Tuesday, June 15, 2021 - 2:57:32 PM

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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. 2020. ⟨hal-02933778⟩

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