Abstract
A new efficient and convenient route to 3-fluorothiophene in four steps and 49% overall yield is reported. The fluorine atom was successfully introduced into the thiophene ring in 67% yield using the Schiemann reaction on 2-methoxycarbonylthiophene-3-diazonium tetrafluoroborate. The product, methyl 3-fluorothiophene-2-carboxylate was saponified and the 3-fluorothiophene-2- carboxylic acid was decarboxylated to afford 3-fluorothiophene in 93% yield.
| Original language | English |
|---|---|
| Article number | M00408SS |
| Pages (from-to) | 2333-2336 |
| Number of pages | 4 |
| Journal | Synthesis (Germany) |
| Issue number | 15 |
| DOIs | |
| State | Published - Aug 1 2008 |
Keywords
- 3-fluorothiophene
- Fluorine substitution
- Heterocycles
- Nucleophilic aromatic substitution
- Schiemann reaction
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