, volume 356 , issue 17 , pages 3519-3524

A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides

Dennis U Nielsen ^{1, 2}

Signe Korsager ^{1, 2}

Anders Thyboe Lindhardt ³

Troels Skrydstrup ^{1, 2}

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Center for Insoluble Protein Structures (inSPIN), Interdisciplinary Nanoscience Center (iNANO), Department of Chemistry, Aarhus University, Gustav Wieds Vej 14, 8000 Aarhus C, Denmark, Fax: (+45)-8619-6199 |

phone: (+45)-8715-6757

Interdisciplinary Nanoscience Center (iNANO), Biological and Chemical Engineering, Departmant of Engineering, Aarhus University, Finlandsgade 22, 8200 Aarhus N, Denmark |

Publication type: Journal Article

Publication date: 2014-11-05

Wiley

Advanced Synthesis and Catalysis

scimago Q1

wos Q1

SJR: 0.930

CiteScore: 8.0

Impact factor: 4.0

ISSN: 16154150, 16154169

DOI: 10.1002/adsc.201400545

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General Chemistry

Abstract

An efficient three-component reaction involving carbon monoxide with a range of aryl bromides and N-substituted acetoacetamides is reported for the synthesis of β-keto amides. This transformation is promoted by Pd-catalysis followed by an acid-mediated deacetylation upon work-up, enabling a large number of β-keto amides to be isolated. Finally, d2-13C-dyclonine could be synthesized in three steps utilizing the developed catalytic system as the key step.

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Tikhomirov Alexander

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DSc in Chemistry, associate professor

60 publications, 927 citations

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Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

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Medicinal Chemistry

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Litvinova Valeriya

PhD in Chemistry

13 publications, 98 citations

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Gause Institute of New Antibiotics

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Antibiotics

Organic synthesis

Synthesis of biologically active substances

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GOST |

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Nielsen D. U. et al. A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides // Advanced Synthesis and Catalysis. 2014. Vol. 356. No. 17. pp. 3519-3524.

GOST all authors (up to 50) Copy

Nielsen D. U., Korsager S., Lindhardt A. T., Skrydstrup T. A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides // Advanced Synthesis and Catalysis. 2014. Vol. 356. No. 17. pp. 3519-3524.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1002/adsc.201400545

UR - https://doi.org/10.1002/adsc.201400545

TI - A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides

T2 - Advanced Synthesis and Catalysis

AU - Nielsen, Dennis U

AU - Korsager, Signe

AU - Lindhardt, Anders Thyboe

AU - Skrydstrup, Troels

PY - 2014

DA - 2014/11/05

PB - Wiley

SP - 3519-3524

IS - 17

VL - 356

SN - 1615-4150

SN - 1615-4169

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2014_Nielsen,

author = {Dennis U Nielsen and Signe Korsager and Anders Thyboe Lindhardt and Troels Skrydstrup},

title = {A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides},

journal = {Advanced Synthesis and Catalysis},

year = {2014},

volume = {356},

publisher = {Wiley},

month = {nov},

url = {https://doi.org/10.1002/adsc.201400545},

number = {17},

pages = {3519--3524},

doi = {10.1002/adsc.201400545}

}

MLA

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MLA Copy

Nielsen, Dennis U., et al. “A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides.” Advanced Synthesis and Catalysis, vol. 356, no. 17, Nov. 2014, pp. 3519-3524. https://doi.org/10.1002/adsc.201400545.

Publisher

Wiley

Journal

Advanced Synthesis and Catalysis

scimago Q1

wos Q1

SJR

0.930

CiteScore

8.0

Impact factor

4.0

ISSN

16154150 (Print)

16154169 (Electronic)