Abstract
The Fe(II)-catalyzed dediazotation of the propargyl-oxycarbonyl azides 2-4 was studied. In the case of phenyl- (2) and n-butyl-substituted (3) alkynes the products 5 and 6 of an intramolecular syn-aminochlorination were isolated in excellent yields (81-99%). The t-butyl-substituted substrates 4 yielded the 4-alkylidene-5-alkoxyoxazolidinones 7-9 (91-99%) which did not contain a chlorine atom. Their formation is explained by a consecutive ionic reaction which occurs after the cyclization.
Original language | English |
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Pages (from-to) | 1330-1332 |
Number of pages | 3 |
Journal | Synlett |
Issue number | 9 |
State | Published - 2000 |
Keywords
- Catalysis
- Iron
- Radical reactions
- Ring closure