Stoichiometry-controlled cycloaddition of nitrilimines with unsymmetrical exocyclic dienones: microwave-assisted synthesis of novel mono- and dispiropyrazoline derivatives

作者: Houda Gazzeh , Sarra Boudriga , Moheddine Askri , Abderrahim Khatyr , Michael Knorr

DOI: 10.1039/C6RA09703K

关键词:

摘要: Microwave-assisted 1,3-dipolar cycloaddition of (E,E)-1,3-bisarylidenetetral-2-ones with nitrilimines, generated in situ by dehydrohalogenation the corresponding hydrazonoyl chlorides, affords a series spiropyrazolines good to excellent yields. The presence second exocyclic CC bond also allows preparation dispiropyrazolines. proceeds high chemo-, regio- and diastereoselectivity. structure spiranic adducts has been established on basis their spectroscopic data elemental analyses. stereochemistry these N-heterocycles confirmed two X-ray diffraction studies. luminescence properties fluorescence quantum yields heterocyclic compounds have investigated revealing that some them are fluorescent solution.

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