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A Highly Efficient Strategy for One-Pot and Pseudo-Six-Component Synthesis of Hexahydroquinolines.
Mohammadikia, Parvin; Ramezanpour, Sorour; Shiri, Pezhman; Dehaen, Wim; Achten, Linde.
Afiliación
  • Mohammadikia P; Department of Chemistry, K. N. Toosi University of Technology, P.O. Box 15875-4416, Tehran 19697, Iran.
  • Ramezanpour S; Department of Chemistry, K. N. Toosi University of Technology, P.O. Box 15875-4416, Tehran 19697, Iran.
  • Shiri P; Department of Chemistry, K. N. Toosi University of Technology, P.O. Box 15875-4416, Tehran 19697, Iran.
  • Dehaen W; Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Leuven 3000, Belgium.
  • Achten L; Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Leuven 3000, Belgium.
ACS Omega ; 9(4): 4466-4473, 2024 Jan 30.
Article en En | MEDLINE | ID: mdl-38313473
ABSTRACT
In this study, a homogeneous acid-catalyzed reaction of a series of benzaldehydes, benzylamines, and Meldrum's acid was presented, allowing the novel one-pot and multicomponent synthesis of hexahydroquinolines with high stereoselectivity. The current strategy has advantages including high regioselectivity, good efficiency, reasonable diversity, utilization of an inexpensive and safe catalyst, and easy purification of products by simple recrystallization. The current reaction utilizes 2 equiv of Meldrum's acid, 3 equiv of benzaldehyde derivatives, and one equiv of amine derivatives to yield (4'S,5'S,7'S)-1'-benzyl-2,2-dimethyl-4',5',7'-triphenyl-3',4',7',8'-tetrahydro-1'H-spiro[[1,3]dioxane-5,6'-quinoline]-2',4,6(5'H)-trione derivatives.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2024 Tipo del documento: Article País de afiliación: Irán Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2024 Tipo del documento: Article País de afiliación: Irán Pais de publicación: Estados Unidos