Abstract
A new class of compounds, namely furo-imidazo-[3.3.3]propellanes can be synthesized by reaction of (1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile with N-substituted (2-picolinoyl-, thiophene-2- carbonyl)hydrazinecarbo-thioamides 1a-f. 2,5-Disubstituted-2,3,4-oxadiazoles were also separated from this reaction as a minor product. The structures of products have been confirmed by using IR, NMR, mass spectrometry and single crystal X-ray analyses. A mechanism for the formation of the products is presented.
Keywords: Furo-imidazo[3.3.3]propellanes, hydrazinecarbothioamides, dicyanomethylene-1, 3-indanedione, donor acceptor interactions, 2, 5- disubstituted-1, 3, 4-oxadiazoles, X-ray crystallography.