Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2015

Copper-Catalyzed Trifluoromethylation of Aliphatic N-Arylhydrazones:AConcise Synthetic Entry to 2-Trifluoromethylindoles from Simple Aldehydes

Mélissa Landart
  • Fonction : Auteur
Olivier Baudoin
  • Fonction : Auteur
Nuno Monteiro
  • Fonction : Auteur
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Didier Bouyssi

Résumé

Thec opper-catalyzed C(sp 2) À Ht rifluoro-methylation of N,N-disubstituted hydrazones using the Tognir eagent is demonstrated to proceed efficiently for aliphatic aldehyde-derived substrates. Thes uccess of the reactions relied on the choice of the N,N-diphenylamino group as the terminal hy-drazone amino group where N,N-dialkylamino groups were preferredf or (hetero)aromatic alde-hyde-derived substrates.I na ddition,t he trifluoro-methylated N-arylhydrazones are shownt ob eideal substrates for Fischer indole synthesis allowing as traightforward,t hree-step access to 2-trifluoro-methylindole derivatives from simplea ldehydes.

Dates et versions

hal-02944798 , version 1 (23-09-2020)

Identifiants

Citer

Alexis Prieto, Mélissa Landart, Olivier Baudoin, Nuno Monteiro, Didier Bouyssi. Copper-Catalyzed Trifluoromethylation of Aliphatic N-Arylhydrazones:AConcise Synthetic Entry to 2-Trifluoromethylindoles from Simple Aldehydes. Advanced Synthesis and Catalysis, 2015, 357 (13), pp.2939-2943. ⟨10.1002/adsc.201500237⟩. ⟨hal-02944798⟩
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