, volume 16 , issue 7 , pages 1888-1891

Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions

Klaus M Bjerglund ^{1, 2}

Troels Skrydstrup ¹

Gary A. Molander ²

Hide authors affiliations Show authors affiliations: 2 affiliations

Center for Insoluble Protein Structures (inSPIN), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University, Gustav Wieds Vej 14, 8000 Aarhus C, Denmark |

Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States |

Publication type: Journal Article

Publication date: 2014-03-17

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/ol5003362

Copy DOI

PubMed ID: 24635142

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

The carbonylative Suzuki-Miyaura reaction between aryl bromides and arylboronic acid equivalents is herein reported, using base-free conditions and a limited excess of carbon monoxide generated ex situ from stable CO-precursors. Under these conditions, unsymmetrical biaryl ketones were obtained in modest to excellent yields. This method was adapted to the synthesis of the triglyceride and cholesterol regulator drug, fenofibrate, and its (13)C-labeled derivative in good yields from the appropriate CO-precursor.

Found

1 citation

Tikhomirov Alexander

🥼 🤝

DSc in Chemistry, associate professor

60 publications, 927 citations

h-index: 17

Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

Research interests

Medicinal Chemistry

1 citation

Litvinova Valeriya

PhD in Chemistry

13 publications, 98 citations

h-index: 5

Gause Institute of New Antibiotics

Research interests

Antibiotics

Organic synthesis

Synthesis of biologically active substances

1 citation

Rayevsky Alexey

49 publications, 242 citations

h-index: 8

Top-30

Journals

	1 2 3 4 5 6 7
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 7, 9.86% Advanced Synthesis and Catalysis 7 publications, 9.86%
RSC Advances	RSC Advances, 7, 9.86% RSC Advances 7 publications, 9.86%
Chemical Communications	Chemical Communications, 5, 7.04% Chemical Communications 5 publications, 7.04%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 4, 5.63% European Journal of Organic Chemistry 4 publications, 5.63%
ChemistrySelect	ChemistrySelect, 4, 5.63% ChemistrySelect 4 publications, 5.63%
Chemistry - A European Journal	Chemistry - A European Journal, 3, 4.23% Chemistry - A European Journal 3 publications, 4.23%
Organic Letters	Organic Letters, 3, 4.23% Organic Letters 3 publications, 4.23%
Journal of Molecular Catalysis A Chemical	Journal of Molecular Catalysis A Chemical, 2, 2.82% Journal of Molecular Catalysis A Chemical 2 publications, 2.82%
Applied Organometallic Chemistry	Applied Organometallic Chemistry, 2, 2.82% Applied Organometallic Chemistry 2 publications, 2.82%
Angewandte Chemie	Angewandte Chemie, 2, 2.82% Angewandte Chemie 2 publications, 2.82%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 2, 2.82% Angewandte Chemie - International Edition 2 publications, 2.82%
Journal of Organic Chemistry	Journal of Organic Chemistry, 2, 2.82% Journal of Organic Chemistry 2 publications, 2.82%
Organic Process Research and Development	Organic Process Research and Development, 2, 2.82% Organic Process Research and Development 2 publications, 2.82%
Green Chemistry	Green Chemistry, 2, 2.82% Green Chemistry 2 publications, 2.82%
Synthesis	Synthesis, 2, 2.82% Synthesis 2 publications, 2.82%
Current Organic Chemistry	Current Organic Chemistry, 1, 1.41% Current Organic Chemistry 1 publication, 1.41%
Letters in Drug Design and Discovery	Letters in Drug Design and Discovery, 1, 1.41% Letters in Drug Design and Discovery 1 publication, 1.41%
Chemistry Letters	Chemistry Letters, 1, 1.41% Chemistry Letters 1 publication, 1.41%
Catalysis Letters	Catalysis Letters, 1, 1.41% Catalysis Letters 1 publication, 1.41%
Journal of Organometallic Chemistry	Journal of Organometallic Chemistry, 1, 1.41% Journal of Organometallic Chemistry 1 publication, 1.41%
Journal of Molecular Catalysis B Enzymatic	Journal of Molecular Catalysis B Enzymatic, 1, 1.41% Journal of Molecular Catalysis B Enzymatic 1 publication, 1.41%
ChemCatChem	ChemCatChem, 1, 1.41% ChemCatChem 1 publication, 1.41%
Journal of Labelled Compounds and Radiopharmaceuticals	Journal of Labelled Compounds and Radiopharmaceuticals, 1, 1.41% Journal of Labelled Compounds and Radiopharmaceuticals 1 publication, 1.41%
ChemPlusChem	ChemPlusChem, 1, 1.41% ChemPlusChem 1 publication, 1.41%
ChemInform	ChemInform, 1, 1.41% ChemInform 1 publication, 1.41%
Accounts of Chemical Research	Accounts of Chemical Research, 1, 1.41% Accounts of Chemical Research 1 publication, 1.41%
Catalysis Science and Technology	Catalysis Science and Technology, 1, 1.41% Catalysis Science and Technology 1 publication, 1.41%
MedChemComm	MedChemComm, 1, 1.41% MedChemComm 1 publication, 1.41%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 1, 1.41% Organic and Biomolecular Chemistry 1 publication, 1.41%
	1 2 3 4 5 6 7

Publishers

	5 10 15 20 25 30 35
Wiley	Wiley, 34, 47.89% Wiley 34 publications, 47.89%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 17, 23.94% Royal Society of Chemistry (RSC) 17 publications, 23.94%
American Chemical Society (ACS)	American Chemical Society (ACS), 8, 11.27% American Chemical Society (ACS) 8 publications, 11.27%
Elsevier	Elsevier, 5, 7.04% Elsevier 5 publications, 7.04%
Bentham Science Publishers Ltd.	Bentham Science Publishers Ltd., 2, 2.82% Bentham Science Publishers Ltd. 2 publications, 2.82%
Georg Thieme Verlag KG	Georg Thieme Verlag KG, 2, 2.82% Georg Thieme Verlag KG 2 publications, 2.82%
Oxford University Press	Oxford University Press, 1, 1.41% Oxford University Press 1 publication, 1.41%
Springer Nature	Springer Nature, 1, 1.41% Springer Nature 1 publication, 1.41%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1.41% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1.41%
	5 10 15 20 25 30 35

We do not take into account publications without a DOI.
Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.

Metrics

Cite this

GOST |

Cite this

GOST Copy

Bjerglund K. M. et al. Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions // Organic Letters. 2014. Vol. 16. No. 7. pp. 1888-1891.

GOST all authors (up to 50) Copy

Bjerglund K. M., Skrydstrup T., Molander G. A. Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions // Organic Letters. 2014. Vol. 16. No. 7. pp. 1888-1891.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/ol5003362

UR - https://doi.org/10.1021/ol5003362

TI - Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions

T2 - Organic Letters

AU - Bjerglund, Klaus M

AU - Skrydstrup, Troels

AU - Molander, Gary A.

PY - 2014

DA - 2014/03/17

PB - American Chemical Society (ACS)

SP - 1888-1891

IS - 7

VL - 16

PMID - 24635142

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2014_Bjerglund,

author = {Klaus M Bjerglund and Troels Skrydstrup and Gary A. Molander},

title = {Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions},

journal = {Organic Letters},

year = {2014},

volume = {16},

publisher = {American Chemical Society (ACS)},

month = {mar},

url = {https://doi.org/10.1021/ol5003362},

number = {7},

pages = {1888--1891},

doi = {10.1021/ol5003362}

}

MLA

Cite this

MLA Copy

Bjerglund, Klaus M., et al. “Carbonylative Suzuki Couplings of Aryl Bromides with Boronic Acid Derivatives under Base-Free Conditions.” Organic Letters, vol. 16, no. 7, Mar. 2014, pp. 1888-1891. https://doi.org/10.1021/ol5003362.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)