Basic Science Sector

Citation:

Hassaneen, H. M., and O. M. N. A. M. Abunada, "Regioselectivity of Nitrilimines 1,3-Dipolar Cycloaddition: Novel Synthesis of Spiro[4,4]nona-2,8-dien-6-one Derivatives", Heteroatom Chem, 2011.

Abstract:

Regioselective 1,3-dipolar cycloaddition of nitrilimines (generated in situ from dehydrohalogenation of the corresponding hydrazonoyl halides by the action of triethylamine) with 4-arylidene-1-aryl-2-phenyl-1H-imidazol-5(4H)-one 3 afforded the corresponding spiro[4,4]nona-2,8-dien-6-one 4. The reaction was carried out in dry benzene under reflux temperature. Refluxing in acetic acid, 4a was converted to its respective N-phenylpyrazole-5-carboxamide 8. The structures of prepared compounds were established by elemental analyses and spectral data (IR, MS, 1H, and 13C NMR).

Notes:

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