Abstract
A variety of 2,3,4-trisubstituted furans are prepared by treatment of tantalum-alkyne complexes with a aldehydes followed by addition of an isocyanide in DME-PhH-THF (1:1:1). The regioselectivity of the reaction depends on the bulkiness of substituents on a acetylenes and the bulkier substituents tend to possess 4-position of the produced furans. 4-Trialkylsilyl-substitued furans are produced exclusively when trialkylsilylacetylenes are employed.
| Original language | English |
|---|---|
| Pages (from-to) | 3495-3502 |
| Number of pages | 8 |
| Journal | Tetrahedron |
| Volume | 48 |
| Issue number | 17 |
| DOIs | |
| Publication status | Published - 1992 |
| Externally published | Yes |
Keywords
- Tantalum
- furan
- isocyanide
- metal-alkyne complex
- niobium
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Kataoka, Y., Tezuka, M., Takai, K., & Utimoto, K. (1992). Regioselective synthesis of highly substituted furans via tantalum-alkyne complexes. Tetrahedron, 48(17), 3495-3502. https://doi.org/10.1016/S0040-4020(01)88488-X