One-pot tandem catalysis: A concise route to fused bicyclic scaffolds from acyclic β-ketoesters and alkynyl aldehydes

Lu Liu; Lai Wei; Yong Lu; Junliang Zhang

doi:10.1002/chem.201001729

One-pot tandem catalysis: A concise route to fused bicyclic scaffolds from acyclic β-ketoesters and alkynyl aldehydes

Lu Liu
, Lai Wei
, Yong Lu
, Junliang Zhang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
CAS - Shanghai Institute of Organic Chemistry

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

33 Scopus citations

Abstract

"Quick-step" synthesis: A rapid and highly efficient route to fused polycyclic scaffolds from simple, readily available β-ketoesters and alkynyl aldehydes was developed (see scheme) as a one-pot reaction by combining three fundamental reactions, that is, the Knoevenagel condensation, Nazarov cyclization, and Conia-ene reactions. Piperidinium acetate was found to be a tandem catalyst in these one-pot reactions.

Original language	English
Pages (from-to)	11813-11817
Number of pages	5
Journal	Chemistry - A European Journal
Volume	16
Issue number	39
DOIs	https://doi.org/10.1002/chem.201001729
State	Published - 18 Oct 2010

Keywords

Nazarov cyclization
bicyclic compounds
domino reactions
ene reaction
one-pot reactions
tandem catalysis

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10.1002/chem.201001729

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keywords = "Nazarov cyclization, bicyclic compounds, domino reactions, ene reaction, one-pot reactions, tandem catalysis",

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T1 - One-pot tandem catalysis

T2 - A concise route to fused bicyclic scaffolds from acyclic β-ketoesters and alkynyl aldehydes

AU - Liu, Lu

AU - Wei, Lai

AU - Lu, Yong

AU - Zhang, Junliang

PY - 2010/10/18

Y1 - 2010/10/18

N2 - "Quick-step" synthesis: A rapid and highly efficient route to fused polycyclic scaffolds from simple, readily available β-ketoesters and alkynyl aldehydes was developed (see scheme) as a one-pot reaction by combining three fundamental reactions, that is, the Knoevenagel condensation, Nazarov cyclization, and Conia-ene reactions. Piperidinium acetate was found to be a tandem catalyst in these one-pot reactions.

AB - "Quick-step" synthesis: A rapid and highly efficient route to fused polycyclic scaffolds from simple, readily available β-ketoesters and alkynyl aldehydes was developed (see scheme) as a one-pot reaction by combining three fundamental reactions, that is, the Knoevenagel condensation, Nazarov cyclization, and Conia-ene reactions. Piperidinium acetate was found to be a tandem catalyst in these one-pot reactions.

KW - Nazarov cyclization

KW - bicyclic compounds

KW - domino reactions

KW - ene reaction

KW - one-pot reactions

KW - tandem catalysis

UR - https://www.scopus.com/pages/publications/78249279645

U2 - 10.1002/chem.201001729

DO - 10.1002/chem.201001729

M3 - 文章

C2 - 20809555

AN - SCOPUS:78249279645

SN - 0947-6539

VL - 16

SP - 11813

EP - 11817

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 39

ER -

One-pot tandem catalysis: A concise route to fused bicyclic scaffolds from acyclic β-ketoesters and alkynyl aldehydes

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Keywords

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