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Electrochemical synthesis and studies of substituted 2-thiopyridines
Authors:E A Kaigorodova  L D Konyushkin  M E Niyazymbetov  S N Kvak  V N Zaplishny  V P Litvinov
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
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.
Keywords:electrosynthesis  alkylation  2(1H)-thiopyridone  thieno[2  3-b]pyridine  disulfide
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