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Communication | Regular issue | Vol 27, No. 1, 1988, pp.7-10
Published online, 1st January, 1970
DOI: 10.3987/COM-87-4285
Cyclosdditions with Acylhydrazones. Selective Diastereomeric Pyrazolidine Synthesis and Nitrile Acylimine Synthons

Mohamed A. Badawy, Said A. El-Bahaie, Azza M. Kadry, and Yehia A. Ibrahim*

*Department of Chemistry, Faculty of Science, University of Cairo, Giza, Egypt


Arylaldehydes N-acylhydrazones 1 undergo dipolar cycloadditions to N-arylmaleimides 2 to give two diasteromeric kinetic and thermodynamic pyrazolidines 3 and 4. Oxidation of 3 and 4 gave the corresponding pyrazolines 5 which were also obtained directly from compounds 1 and 2 in nitrobenzene. The present investigation offers an easy access to nitfile acylimine synthons 6.