89809-70-1Relevant articles and documents
Ring Transformation of Isoxazoles into Furan and Pyran Derivatives
Ciller, Juan A.,Martin, Nazario,Seoane, Carlos,Soto, Jose L.
, p. 2581 - 2584 (2007/10/02)
A ring transformation of isoxazole into 3,5-dicyano-4H-pyran-2-amines (4) and N-arylidenefuran-2-amines (7) is reported.It involves a ring opening of the isoxazole ring in the presence of an aromatic aldehyde, leading to 2-arylidene-3-oxopropanenitrile (2), followed by nucleophilic attack by either cyanide or propanedinitrile and then heterocyclization.The reaction can also be applied to 5-substituted isoxazoles.