Synthesis of S-Trifluoromethyl S-Arylsulfoximine Thioglycosides through Pd-Catalyzed Migita Cross-Coupling - Archive ouverte HAL
Article Dans Une Revue European Journal of Organic Chemistry Année : 2020

Synthesis of S-Trifluoromethyl S-Arylsulfoximine Thioglycosides through Pd-Catalyzed Migita Cross-Coupling

Nedjwa Bennai
  • Fonction : Auteur
Nada Ibrahim
  • Fonction : Auteur
Jérôme Marrot
Mohamed Belkadi
  • Fonction : Auteur
Mouad Alami
Elsa Anselmi
Samir Messaoudi

Résumé

A general protocol for the synthesis of S-trifluoromethyl S-arylsulfoximine thioglycosides has been reported. This protocol is based on a Pd-catalyzed Migita cross-coupling between o-iodo S-trifluoromethyl S-arylsulfoximines and a broad range of 1-thiosugars. This method gives access to a series of functionalized S-trifluoromethyl S-arylsulfoximine thioglycosides in moderate to good yields. Moreover, both diastereoisomers were easily separated by simple crystallization or by HPLC and full characterizations are provided for each pure trifluoromethylsulfoximine.

Domaines

Chimie organique
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Dates et versions

hal-02992809 , version 1 (06-11-2020)

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Nedjwa Bennai, Nada Ibrahim, Jérôme Marrot, Mohamed Belkadi, Mouad Alami, et al.. Synthesis of S-Trifluoromethyl S-Arylsulfoximine Thioglycosides through Pd-Catalyzed Migita Cross-Coupling. European Journal of Organic Chemistry, 2020, ⟨10.1002/ejoc.202000821⟩. ⟨hal-02992809⟩

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