A practical synthetic pathway to polysubstituted tetrahydropyridines via multicomponent reactions catalyzed by BF3·OEt2

Daijun Xiao; Lijia Wang; Xiaoming Feng

doi:10.1055/s-2005-869844

A practical synthetic pathway to polysubstituted tetrahydropyridines via multicomponent reactions catalyzed by BF₃·OEt₂

Daijun Xiao
, Lijia Wang
, Xiaoming Feng^*

^*Corresponding author for this work

Sichuan University
Lanzhou University

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

14 Scopus citations

Abstract

BF₃·OEt₂-catalyzed solvent-free synthesis of tetrahydropyridines has been developed through a one-pot multicomponent reaction of aldehydes, anilines and Brassard's diene under mild reaction conditions. A gram scale synthesis was achieved in 62% yield. A two-step condensation pathway (firstly aldol and then aza Diels-Alder condensation) was proposed.

Original language	English
Pages (from-to)	1531-1534
Number of pages	4
Journal	Synlett
Issue number	10
DOIs	https://doi.org/10.1055/s-2005-869844
State	Published - 17 Jun 2005
Externally published	Yes

Keywords

Aldol condensation
Aza Diels-Alder condensation
BF·OEt
Multicomponent reaction
Tetrahydropyridine

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title = "A practical synthetic pathway to polysubstituted tetrahydropyridines via multicomponent reactions catalyzed by BF3·OEt2",

abstract = "BF3·OEt2-catalyzed solvent-free synthesis of tetrahydropyridines has been developed through a one-pot multicomponent reaction of aldehydes, anilines and Brassard's diene under mild reaction conditions. A gram scale synthesis was achieved in 62\% yield. A two-step condensation pathway (firstly aldol and then aza Diels-Alder condensation) was proposed.",

keywords = "Aldol condensation, Aza Diels-Alder condensation, BF·OEt, Multicomponent reaction, Tetrahydropyridine",

author = "Daijun Xiao and Lijia Wang and Xiaoming Feng",

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AU - Xiao, Daijun

AU - Wang, Lijia

AU - Feng, Xiaoming

PY - 2005/6/17

Y1 - 2005/6/17

N2 - BF3·OEt2-catalyzed solvent-free synthesis of tetrahydropyridines has been developed through a one-pot multicomponent reaction of aldehydes, anilines and Brassard's diene under mild reaction conditions. A gram scale synthesis was achieved in 62% yield. A two-step condensation pathway (firstly aldol and then aza Diels-Alder condensation) was proposed.

AB - BF3·OEt2-catalyzed solvent-free synthesis of tetrahydropyridines has been developed through a one-pot multicomponent reaction of aldehydes, anilines and Brassard's diene under mild reaction conditions. A gram scale synthesis was achieved in 62% yield. A two-step condensation pathway (firstly aldol and then aza Diels-Alder condensation) was proposed.

KW - Aldol condensation

KW - Aza Diels-Alder condensation

KW - BF·OEt

KW - Multicomponent reaction

KW - Tetrahydropyridine

UR - https://www.scopus.com/pages/publications/21544452804

U2 - 10.1055/s-2005-869844

DO - 10.1055/s-2005-869844

M3 - 文章

AN - SCOPUS:21544452804

SN - 0936-5214

SP - 1531

EP - 1534

JO - Synlett

JF - Synlett

IS - 10

ER -

A practical synthetic pathway to polysubstituted tetrahydropyridines via multicomponent reactions catalyzed by BF₃·OEt₂

Abstract

Keywords

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