Reactions of Malononitrile with Cross-conjugated Dienone Derivatives of Cyclohexane. Synthesis of Substituted Partially Hydrogenated Quinoline- and Chromenecarbonitriles


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Abstract

The condensation of malononitrile with unsymmetrical dienones of the cyclohexane series under basic conditions selectively afforded substituted tetrahydroquinolinecarbonitriles. The reaction of 2,6-bis-(3-nitrophenylmethylidene)cyclohexan-1-one with malononitrile under similar conditions led to the formation of substituted tetrahydrochromenecarbonitrile. Factors determining the reaction direction and selectivity were discussed. The structure of the newly synthesized compounds was confirmed by IR and 1H NMR spectra.

About the authors

N. O. Vasilkova

Institute of Chemistry; Institute of Chemistry

Author for correspondence.
Email: vasilkovano@mail.ru
Russian Federation, Saratov; Saratov

A. S. Kalugina

Institute of Chemistry

Email: vasilkovano@mail.ru
Russian Federation, Saratov

A. V. Nikulin

Institute of Chemistry

Email: vasilkovano@mail.ru
Russian Federation, Saratov

A. P. Krivenko

Institute of Chemistry

Email: vasilkovano@mail.ru
Russian Federation, Saratov

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