Stereoselective multicomponent synthesis of (2RS,6SR)-2,6-diaryl-3,3,5,5-tetracyanopiperidines

Multicomponent reaction between alkylidenemalononitriles, formaldehyde, and ammonium acetate upon reflux in alcohols gives stereoselectively 2,6-diaryl-3,3,5,5-tetracyanopiperidines in 65—92% yields. In this process, ammonium acetate acts as both a catalyst and a source of nitrogen for the piperidin...

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Bibliographic Details
Published in:Russian chemical bulletin 2018-08, Vol.67 (8), p.1534-1537
Main Authors: Vereshchagin, A. N., Karpenko, K. A., Elinson, M. N., Gorbunov, S. V., Anisina, Yu. E., Egorov, M. P.
Format: Article
Language:English
Subjects:
Alcohols
Ammonium acetate
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
Piperidine
Stereoselectivity
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Summary:Multicomponent reaction between alkylidenemalononitriles, formaldehyde, and ammonium acetate upon reflux in alcohols gives stereoselectively 2,6-diaryl-3,3,5,5-tetracyanopiperidines in 65—92% yields. In this process, ammonium acetate acts as both a catalyst and a source of nitrogen for the piperidine ring.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-018-2252-y