Synthesis and electrochemical oxidation of 1-aryl-3,5-diethoxycarbonyl-2,6-unsubstituted 1,4-dihydropyridines |
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Authors: | B S Chekavichus A é Sausin'sh V P Kadysh G Ya Dubur Ya P Stradyn' |
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Institution: | (1) Institute of Organic Synthesis, Latvian Academy of Sciences, 226006 Riga |
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Abstract: | The possibility of obtaining 1-aryl-3,5-diethoxycarbonyl-2,6-unsubstituted 1,4-dihydropyridines with electronacceptor substituents in the N-phenyl radical was demonstrated. The intermediate products of their formation, viz., 2,4-bis(arylaminomethyiene)-3-phenylglutaric acid esters, were established. The electrochemical oxidation potentials of 1-aryl-2,6-unsubstituted 1,4-dihydropyridines are 100–200 mV higher than those of the 2,6-dimethyl analogs. A linear correlation between the electrochemical oxidation potentials and the Taft 0 constants of the substituents in the 1-phenyl ring was established.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 373–377, March, 1991. |
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