Synthesis of (4-arylpyrrolidin-2-ylidene) derivatives of cyclic β-dicarbonyl compounds from cinnamoyl precursors

Autor: Valerii F. Traven, F. S. Pashkovskii, A. M. Borunov, Fedor A. Lakhvich, Yu. S. Dontsu, Dmitry B. Rubinov
Rok vydání: 2014
Předmět:
Zdroj: Russian Journal of Organic Chemistry. 50:1598-1612
ISSN: 1608-3393
1070-4280
Popis: 1,4-Conjugate Michael addition of nitromethane to the enone fragment of cinnamoyl derivatives of carbo- and heterocyclic β-dicarbonyl compounds provided the corresponding nitromethyl derivatives. The chemoselective reduction of the nitro group in the latter afforded 4-arylpyrrolidin-2-ylidene derivatives of β-dicarbonyl compounds in high yield. The reaction products with the heterocyclic β-dicarbonyl fragment are formed as equilibrium mixture of E- and Z-rotamers in which the E-rotamer predominates.
Databáze: OpenAIRE