Synthesis of biologically active [2.2]paracyclophanes.
Claisen reaction of 4-acetyl[2.2]paracyclophane (1) with ethyl acetate and diethyl oxalate affords 4-acetoacetyl[2.2]paracyclophane (2) and ethyl (4-oxaloacetyl[2.2]paracyclophane) (6), respectively. Reaction of 2 and 6 with hydrazines and CuCl2 gave the pyrazole derivatives 4 and 8 in addition to the metal complexes 5 and 9. Mannich reaction of 2 with benzylamine and paraformaldehyde yielded the piperidinone derivative 3. The biological activity of all new compounds was tested.
Aly
A A
AA
Chemistry Department, Faculty of Science, El-Minia University, Egypt.
Hassan
A A
AA
Mourad
A F
AF
Hopf
H
H
D000818:Animals; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D003465:Culex; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009036:Moths
D001952:Bridged-Ring Compounds