Thiiranes nitrile synthesis

Amino-3-cyano-4,5-dihydrofurans (299) are prepared from oxiranes and sodium malonodinitrile,167-169 and the corresponding dihydrothiophenes (300) are similarly obtained by treatment of thiirane with sodium malonodi-nitrile. But the procedures reported170 had to be modified considerably a temperature of — 20°C and dimethoxyethane as solvent gave better yields169 (Scheme 82). Attempts to transfer this synthesis to iV-tosylaziridine (301),... 

---