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Nature Communications, volume 9, issue 1, publication number 2625

Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols

Yuchao Zhu ¹

Kaimeng Huang ¹

Jun Pan ¹

Qiu Xu ¹

Xiao Luo ¹

Qixue Qin ¹

Jialiang Wei ¹

Xiaojin Wen ¹

Lizhi Zhang ¹

Ning Jiao ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

State Key Laboratory of Natural and Biomimetic Drugs, Peking University, beijing, China |

State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai, China |

Publication type: Journal Article

Publication date: 2018-07-06

Springer Nature

Journal: Nature Communications

Quartile SCImago

Quartile WOS

Impact factor: 16.6

ISSN: 20411723, 20411723

DOI: 10.1038/s41467-018-05014-w

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General Chemistry

General Biochemistry, Genetics and Molecular Biology

General Physics and Astronomy

Abstract

Aliphatic alcohols are common and bulk chemicals in organic synthesis. The site-selective functionalization of non-activated aliphatic alcohols is attractive but challenging. Herein, we report a silver-catalyzed δ-selective Csp3-H bond functionalization of abundant and inexpensive aliphatic alcohols. Valuable oximonitrile substituted alcohols are easily obtained by using well-designed sulphonyl reagents under simple and mild conditions. This protocol realizes the challenging δ-selective C–C bond formation of simple alkanols. Aliphatic alcohols usually require pre-activation for successful functionalization of their carbon chain. Here, the authors report a silver-catalyzed δ-selective functionalization of aliphatic alcohols via Csp3-H bond cleavage under mild conditions without the need of substrate pre-activation.

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Citations by journals

	2 4 6 8 10 12 14 16
Organic Letters	Organic Letters, 16, 16% Organic Letters 16 publications, 16%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 9, 9% Angewandte Chemie - International Edition 9 publications, 9%
Angewandte Chemie	Angewandte Chemie, 9, 9% Angewandte Chemie 9 publications, 9%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 8, 8% Organic Chemistry Frontiers 8 publications, 8%
Journal of Organic Chemistry	Journal of Organic Chemistry, 6, 6% Journal of Organic Chemistry 6 publications, 6%
ACS Catalysis	ACS Catalysis, 5, 5% ACS Catalysis 5 publications, 5%
Chemical Science	Chemical Science, 5, 5% Chemical Science 5 publications, 5%
Green Chemistry	Green Chemistry, 4, 4% Green Chemistry 4 publications, 4%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 4, 4% Organic and Biomolecular Chemistry 4 publications, 4%
Nature Communications	Nature Communications, 3, 3% Nature Communications 3 publications, 3%
Journal of the American Chemical Society	Journal of the American Chemical Society, 3, 3% Journal of the American Chemical Society 3 publications, 3%
Chemistry - A European Journal	Chemistry - A European Journal, 3, 3% Chemistry - A European Journal 3 publications, 3%
Asian Journal of Organic Chemistry	Asian Journal of Organic Chemistry, 3, 3% Asian Journal of Organic Chemistry 3 publications, 3%
Chemical Reviews	Chemical Reviews, 3, 3% Chemical Reviews 3 publications, 3%
Chemical Communications	Chemical Communications, 3, 3% Chemical Communications 3 publications, 3%
Science China Chemistry	Science China Chemistry, 2, 2% Science China Chemistry 2 publications, 2%
Chinese Journal of Organic Chemistry	Chinese Journal of Organic Chemistry, 1, 1% Chinese Journal of Organic Chemistry 1 publication, 1%
Catalysts	Catalysts, 1, 1% Catalysts 1 publication, 1%
Chem Catalysis	Chem Catalysis, 1, 1% Chem Catalysis 1 publication, 1%
Chinese Journal of Chemistry	Chinese Journal of Chemistry, 1, 1% Chinese Journal of Chemistry 1 publication, 1%
ChemSusChem	ChemSusChem, 1, 1% ChemSusChem 1 publication, 1%
ACS Macro Letters	ACS Macro Letters, 1, 1% ACS Macro Letters 1 publication, 1%
ACS Omega	ACS Omega, 1, 1% ACS Omega 1 publication, 1%
RSC Advances	RSC Advances, 1, 1% RSC Advances 1 publication, 1%
ChemCatChem	ChemCatChem, 1, 1% ChemCatChem 1 publication, 1%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 1, 1% European Journal of Organic Chemistry 1 publication, 1%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 1% Russian Chemical Reviews 1 publication, 1%
Small	Small, 1, 1% Small 1 publication, 1%
	2 4 6 8 10 12 14 16

Citations by publishers

	5 10 15 20 25 30 35
American Chemical Society (ACS)	American Chemical Society (ACS), 35, 35% American Chemical Society (ACS) 35 publications, 35%
Wiley	Wiley, 30, 30% Wiley 30 publications, 30%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 25, 25% Royal Society of Chemistry (RSC) 25 publications, 25%
Springer Nature	Springer Nature, 5, 5% Springer Nature 5 publications, 5%
Elsevier	Elsevier, 2, 2% Elsevier 2 publications, 2%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 1% Shanghai Institute of Organic Chemistry 1 publication, 1%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 1, 1% Multidisciplinary Digital Publishing Institute (MDPI) 1 publication, 1%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1%
	5 10 15 20 25 30 35

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Zhu Y. et al. Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols // Nature Communications. 2018. Vol. 9. No. 1. 2625

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Zhu Y., Huang K., Pan J., Xu Q., Luo X., Qin Q., Wei J., Wen X., Zhang L., Jiao N. Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols // Nature Communications. 2018. Vol. 9. No. 1. 2625

RIS |

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RIS Copy

TY - JOUR

DO - 10.1038/s41467-018-05014-w

UR - https://doi.org/10.1038/s41467-018-05014-w

TI - Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols

T2 - Nature Communications

AU - Zhu, Yuchao

AU - Huang, Kaimeng

AU - Pan, Jun

AU - Xu, Qiu

AU - Luo, Xiao

AU - Qin, Qixue

AU - Wei, Jialiang

AU - Wen, Xiaojin

AU - Zhang, Lizhi

AU - Jiao, Ning

PY - 2018

DA - 2018/07/06 00:00:00

PB - Springer Nature

IS - 1

VL - 9

SN - 2041-1723

ER -

BibTex

Cite this

BibTex Copy

@article{2018_Zhu,

author = {Yuchao Zhu and Kaimeng Huang and Jun Pan and Qiu Xu and Xiao Luo and Qixue Qin and Jialiang Wei and Xiaojin Wen and Lizhi Zhang and Ning Jiao},

title = {Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols},

journal = {Nature Communications},

year = {2018},

volume = {9},

publisher = {Springer Nature},

month = {jul},

url = {https://doi.org/10.1038/s41467-018-05014-w},

number = {1},

doi = {10.1038/s41467-018-05014-w}

}

Found error?

Publisher

Springer Nature

Journal

Nature Communications

Quartile SCImago

Quartile WOS

Impact factor

16.6

ISSN

20411723 (Print)
20411723 (Electronic)