Electrochemical synthesis and studies of substituted 2-thiopyridines |
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Authors: | E A Kaigorodova L D Konyushkin M E Niyazymbetov S N Kvak V N Zaplishny V P Litvinov |
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Institution: | (1) Kuban' State Agricultural University, 13 ul. Kalinina, 350044 Krasnodar, Russian Federation;(2) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation |
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Abstract: | A series of substituted 2-alkyl(aryl-, hetaryl-)thiopyridines was prepared by cathodic electrolysis of thiols in the presence of 2-chloro-3-cyano-4-methoxymethyl-6-methylpyridine or 4-chloro-6-methyl-3-oxo-1H-furo3,4-c]pyridine. The reaction of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-thiopyridone with alkyl halides in the presence of KOH is regioselective and leads toS-alkyl derivatives. The advantages of electrosynthesis for the preparation of 2-alkylthiopyridines fused with 2(5H)-furanone and of 3-aminothieno 2,3-b]pyridines is demonstrated.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2215–2219, December, 1994. |
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Keywords: | electrosynthesis alkylation 2(1H)-thiopyridone thieno[2 3-b]pyridine disulfide |
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