Ytterbium-catalyzed synthesis of dihydropyridines

Shunsuke Sueki; Ryo Takei; Junya Abe; Isao Shimizu

doi:10.1016/j.tetlet.2011.06.070

Ytterbium-catalyzed synthesis of dihydropyridines

Shunsuke Sueki, Ryo Takei, Junya Abe, Isao Shimizu^*

^*Corresponding author for this work

Waseda University

Research output: Contribution to journal › Article › peer-review

18 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 language	English
Pages (from-to)	4473-4477
Number of pages	5
Journal	Tetrahedron Letters
Volume	52
Issue number	34
DOIs	https://doi.org/10.1016/j.tetlet.2011.06.070
Publication status	Published - 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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10.1016/j.tetlet.2011.06.070

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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.",

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T1 - Ytterbium-catalyzed synthesis of dihydropyridines

AU - Sueki, Shunsuke

AU - Takei, Ryo

AU - Abe, Junya

AU - Shimizu, Isao

PY - 2011/8/24

Y1 - 2011/8/24

N2 - 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.

AB - 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.

KW - 2,6-Unsubstituted dihydropyridine

KW - DHP

KW - Multi-component coupling reaction

KW - Ytterbium catalyst

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Ytterbium-catalyzed synthesis of dihydropyridines

Abstract

Keywords

ASJC Scopus subject areas

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