Abstract
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 2O 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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 5512-5515 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 52 |
| Issue number | 42 |
| DOIs | |
| State | Published - Oct 19 2011 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Fletcher, J. T., & Reilly, J. E. (2011). Fast dye salts provide fast access to azidoarene synthons in multi-step one-pot tandem click transformations. Tetrahedron Letters, 52(42), 5512-5515. https://doi.org/10.1016/j.tetlet.2011.08.069