Diastereoselective multicomponent synthesis of (4 RS ,6 SR )-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates

A. N. Vereshchagin; K. A. Karpenko; T. M. Iliyasov; M. N. Elinson; E. O. Dorofeeva; A. N. Fakhrutdinov; M. P. Egorov

doi:10.1007/s11172-018-2327-9

Diastereoselective multicomponent synthesis of (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates

Autores: Vereshchagin A.¹, Karpenko K.¹, Iliyasov T.¹, Elinson M.¹, Dorofeeva E.¹, Fakhrutdinov A.¹, Egorov M.¹
Afiliações:
1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Edição: Volume 67, Nº 11 (2018)
Páginas: 2049-2053
Seção: Full Articles
URL: https://journals.rcsi.science/1066-5285/article/view/243174
DOI: https://doi.org/10.1007/s11172-018-2327-9
ID: 243174

Citar

Texto integral

Acesso aberto
Acesso é fechado

Acesso está concedido
Acesso é fechado

Somente assinantes

Resumo
Sobre autores
Bibliografia
Estatísticas

Resumo

Multicomponent reaction of benzylidenemalononitrile, 2-acetyl-3-arylacrylates, and aqueous ammonia in alcohols at room temperature proceeds stereoselectively to give (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates in 55–87% yields. In this reaction, ammonia acts as both the catalyst and the source of nitrogen for constructing tetrahydropyridine cycle.