Development of a L‐Tryptophan‐Based Ligand for Regioselective Copper Catalyzed N2‐Arylation of 1,2,3‐Triazoles

2017 
2-aryl-1,2,3-triazoles are important compounds that find applications in Medicinal chemistry, diagnostics, catalysis and others. However, only few methodologies for their preparation is found in the literature. The development of a post cycloaddition N2 selective arylation towards these compounds would benefit from a more convergent strategy. In the present communication, the development of a new tryptophan-based ligand allowed the selective arylation of the N2-position of 1,2,3-triazoles using recyclable CuFe2O4 nanoparticles. This method was efficient in furnishing N2-arylated and heteroarylated 1,2,3-triazoles in good yields and excellent N2-selectivity. The methodology developed found application in the synthesis of the 2-aryl-1,2,3-triazoyl fragment of the drug suvorexant (Belsomra®).
    • Correction
    • Source
    • Cite
    • Save
    • Machine Reading By IdeaReader
    25
    References
    3
    Citations
    NaN
    KQI
    []