Conclusions
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1.
We were the first to study the dehydrogenation of 1,4-dihydropyridines using catalytic amounts of homogeneous Pd catalysts and it was shown that 2,6-dimethyl-3,5-dicarbethoxy-1,4-dihydropyridine and its 4-substituted alkyl-(CH3-C4H9) and aryl- (C6H5, o-C6H4OH, CH=CH-C6H5, p-C6H4-OCH3) derivatives are easily converted to the corresponding pyridines under the influence (10 h, 100°) of the catalyst: Pd(acac)2-P(C4H9)3-Al(C2H5)3-CF3CO2H (1∶3∶3∶10).
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2)
When substituted 1,4-dihydropyridines are dehydrogenated in the presence of 1,5-cyclooctadienes the latter undergo simultaneous selective hydrogenation to the corresponding cyclooctenes.
Literature cited
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U. M. Dzhemilev, Dissertation, Ufa (1972).
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F. Bohlmann and D. Rahtz, Chem. Ber.,90, 2265 (1957).
French Patent 1318312 (1963); C. A.,59, P5041 (1963).
R. Elderfield (editor), Heterocyclic Compounds [Russian translation], Vol. 1, IL, Moscow (1953).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 678–681, March, 1978.
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Dzhemilev, U.M., Yakupova, A.Z., Minsker, S.K. et al. New method for dehydrogenation of 1,4-dihydropyridines to pyridines using homogeneous complex palladium catalysts. Russ Chem Bull 27, 585–587 (1978). https://doi.org/10.1007/BF00923946
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DOI: https://doi.org/10.1007/BF00923946