Cross-condensation of derivatives of cyanoacetic acid and carbonyl compounds. Part 1: Single-stage synthesis of 1′-substituted 6-amino-spiro-4-(piperidine-4′)-2H,4H-pyrano[2,3-c]pyrazole-5-carbonitriles |
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| Authors: | Anatoliy M ShestopalovYuliya M Emeliyanova Aleksandr A ShestopalovLyudmila A Rodinovskaya Zukhra I NiazimbetovaDennis H Evans |
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| Institution: | a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prosp., 119991 Moscow, Russian Federation
b Department of Chemistry and Biochemistry, University of Delaware, 19716 Newark, DE, USA |
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| Abstract: | To develop a method of synthesis of the potentially physiologically active compounds, 1′-substituted 6-amino-spiro-4-(piperidine-4′)-2H,4H-pyrano2,3-c]pyrazoles, we studied the three-component condensation of substituted piperidin-4-ones, malononitrile and pyrazolin-5-ones. It was found that the electrochemical method of synthesis is more regioselective, the products of the reaction are analytically pure and do not require further recrystallization. |
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| Keywords: | pyran pyrazole pyranopyrazole piperidinone Michael adduct spiro compounds |
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