Fast dye salts provide fast access to azidoarene synthons in multi-step one-pot tandem click transformations

作者：Fletcher James T^*; Reilly Jacqueline E

来源：Tetrahedron Letters, 2011, 52(42): 5512-5515.

DOI：10.1016/j.tetlet.2011.08.069

• Tandem reaction
• Cycloaddition
• Diazonium salts
• Alkynes

This study examined whether commercially available diazonium salts could be used as efficient aromatic azide precursors in one-pot multi-step click transformations. Seven different diazonium salts, including Fast Red RC, Fast Blue B, Fast Corinth V and Variamine Blue B were surveyed under aqueous click reaction conditions of CuSO(4)/Na ascorbate catalyst with 1:1 t-BuOH/H(2)O solvent. Two-step tandem reactions with terminal alkyne and diyne co-reactants led to 1,2,3-triazole products in 66-88% yields, while three-step tandem reactions with trimethylsilyl-protected alkyne and diyne co-reactants led to 1,2,3-triazole products in 61-78% yields.

• 出版日期2011-10-19