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

A. N. Vereshchagin; K. A. Karpenko; M. N. Elinson; S. V. Gorbunov; Yu. E. Anisina; M. P. Egorov

doi:10.1007/s11172-018-2252-y

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

Authors: Vereshchagin A.N.¹, Karpenko K.A.¹, Elinson M.N.¹, Gorbunov S.V.¹, Anisina Y.E.¹, Egorov M.P.¹
Affiliations:
1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Issue: Vol 67, No 8 (2018)
Pages: 1534-1537
Section: Article
URL: https://journals.rcsi.science/1066-5285/article/view/242901
DOI: https://doi.org/10.1007/s11172-018-2252-y
ID: 242901

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Abstract

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.