SYNTHESIS OF NOVEL TRICYCLIC 2H,7H-FURO[3',4':6,7]CYCLOHEPTA[1,2-<i.b</i>]PYRAN SYSTEM
DOI:
https://doi.org/10.1007/7274Keywords:
hydroxytropone, enol, 2H-pyran-2-one, α-pyrone, tropolone, tropone, ethoxymethylenemalononitrile, 4-ethoxymethylene-4H-1, 3-oxazol-5-one, Michael additionAbstract
The reaction of 8-hydroxy-1,3-dimethyl-4H-cyclohepta[c]furan-4-one with the ethoxymethylene derivatives of malononitrile or ethyl cyanoacetate in the presence of KOH gave noncyclic cyanovinyl derivatives as their potassium salts rather than the expected α-pyrone derivatives. They are smoothly cyclized to the target α-pyrones by refluxing with acid. The corresponding 3-benzamido-2H-pyran-2-ones can be obtained in a single vessel from the 2-aryl-4-ethoxymethylene-4H-1,3-oxazol-5-ones using the same scheme.
How to Cite
Arsenyeva, M. Yu.; Arsenyev, V. G. Chem. Heterocycl. Compd. 2008, 44, 1328. [Khim. Geterotsikl. Soedin. 2008, 1632.]
For this article in the English edition see DOI 10.1007/s10593-009-0199-5
