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Synthesis of biologically active compounds based on 2-ferrocenylmethylene-3-quinuclidone
Authors:E. I. Klimova  L. Ruiz Ramirez  M. Martinez Garcia  R. G. Espinosa  N. N. Meleshonkova
Affiliation:(1) Department of Chemistry, Mexico National Autonomic University, C. P. 04510 Mexico D. F., Mexico;(2) Institute of Chemistry, Mexico National Autonomic University, C. P. 04510 Mexico D. F., Mexico;(3) Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899 Moscow, Russian;(4) Facultad de Quimica, Universidad Nacional Autonoma de Mexico (UNAM), Departamento de Quimica Inorganica Nuclear, Circuito Interior Ciudad Universitaria, Coyoacan
Abstract:Biologically active nitrogen heterocycles (1–7) containing ferrocene and quinuclidine fragments were synthesized. 3-Methylene-2-ferrocenylmethylenequinuiclidine forms adducts withN-phenylimides of azodicarboxylic (the structure was established by X-ray structural analysis) and malefic acids. 3-Methylene-2-fer-rocenylmethylenequinticlidine also undergoes [4+2]-cyclodimerization when heated and adds salts of the 3-methyl-2-ferrocenylmethyleneI-azoniabicyclo[2.2.2]oct-3-yl cation at the terminal methylene group to form a linear addition product.Instituto de Quimica, Universidad Nacional Autonoma de Mexico (UNAM), Circuito Exterior, Ciudad Universitaria, Coyoacan.Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 11, pp 2743–2750, November, 1996.
Keywords:ferrocene  quinuclidine  pyrazoline  pyrimidine  ferrocenyl-1,3-dime  [4+2]cycloaddition  carbocations  alkylation  dimerization  X-ray structural analysis
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