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Synthesis of Biologically Active [2.2]Paracyclophanes
Author(s) -
Aly Ashraf A.,
Hassan Alaa A.,
Mourad AboulFetouh E.,
Hopf Henning
Publication year - 1992
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19923251002
Subject(s) - chemistry , benzylamine , mannich reaction , biological activity , paraformaldehyde , derivative (finance) , organic chemistry , claisen condensation , catalysis , in vitro , biochemistry , economics , financial economics
Abstract 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 CuCl 2 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.