Ytterbium-catalyzed synthesis of dihydropyridines

Shunsuke Sueki, Ryo Takei, Junya Abe, Isao Shimizu

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The reaction of anilines, benzaldehydes, and ethyl 3,3-diethoxypropionate in the presence of Yb(OTf)3 proceeded under mild reaction conditions to give dihydropyridines (DHPs). We have found that the reaction depended on the solvent and the DHPs were obtained selectively in 1,4-dioxane as a solvent. Various 2,6-unsubstituted DHPs were synthesized in one pot in satisfactory yields.

Original languageEnglish
Pages (from-to)4473-4477
Number of pages5
JournalTetrahedron Letters
Volume52
Issue number34
DOIs
Publication statusPublished - 2011 Aug 24

Keywords

  • 2,6-Unsubstituted dihydropyridine
  • DHP
  • Multi-component coupling reaction
  • Ytterbium catalyst

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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    Sueki, S., Takei, R., Abe, J., & Shimizu, I. (2011). Ytterbium-catalyzed synthesis of dihydropyridines. Tetrahedron Letters, 52(34), 4473-4477. https://doi.org/10.1016/j.tetlet.2011.06.070