39568-38-2Relevant academic research and scientific papers
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.
SYNTHESIS OF HETEROCYCLIC COMPOUNDS. XXXVI. PREPARATION OF ALKYL SUBSTITUTED PYRANCARBONITRLES.
Soto, Jose L.,Seoane, Carlos,Martin, Nazario,Quinteiro, Margarita
, p. 1 - 6 (2007/10/02)
The cyclization of the ketonitriles obtained from the reaction of suitably substituted propenones with propanedinitrile leads to alkyl substituted 4H-pyrans.Some of the starting propenones had to be prepared by base promoted opening of an isoxazole ring in the presence of an aldehyde.An exception to the general synthesis is also reported.
