Abstract
Fully substituted triazoles were synthesized via the four-component coupling reaction of unactivated silylacetylenes, two equivalents of allyl carbonates, and trimethylsilyl azide in the presence of a Pd(0)-Cu(I) bimetallic catalyst. Various trisubstituted 1,2,3-triazoles were obtained in good yields. The reaction most probably proceeds through the [3+2] cycloaddition reaction between the alkynylcopper species and azide followed by the cross-coupling reaction between the vinylcopper intermediate and π-allylpalladium complex.
| Original language | English |
|---|---|
| Pages (from-to) | 689-691 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 45 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 2004 Jan 19 |
Keywords
- Bimetallic catalyst
- Copper catalyst
- Four-component coupling
- Palladium catalyst
- TMS-azide
- Triazole
- π-Allylpalladium complex
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Kamijo, S., Kin, T., & Yamamoto, Y. (2004). Four-component coupling reactions of silylacetylenes, allyl carbonates, and trimethylsilyl azide catalyzed by a Pd(0)-Cu(I) bimetallic catalyst. Fully substituted triazole synthesis from seemingly internal alkynes. Tetrahedron Letters, 45(4), 689-691. https://doi.org/10.1016/j.tetlet.2003.11.070