Organic Letters, volume 23, issue 22, pages 8968-8972

Iron-Catalyzed Photoinduced Remote C(sp³)–H Amination of Free Alcohols

Ni Xiong ¹

Yang Li ¹

Rong Zeng ^{1, 2}

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School of Chemistry, MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi’an Key Laboratory of Sustainable Energy Materials Chemistry, Xi’an Jiaotong University, Xi’an 710049, P. R. China |

Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China |

Publication type: Journal Article

Publication date: 2021-10-29

American Chemical Society (ACS)

Journal: Organic Letters

SJR: 1.245

CiteScore: 9.3

Impact factor: 4.9

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.1c03488

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Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

We report a general photocatalytic protocol for the remote C(sp3)-H bond amination of free aliphatic alcohols. The electron transfer between the abundant and inexpensive catalyst FeCl3 and simple alkanols under blue LED irradiation enables the alkoxy radical formation under mild redox-neutral conditions, with no need for additional oxidant and prefunctionalization. The subsequent selective 1,5-hydrogen atom transfer (HAT) and amination provide a simple and efficient way to access molecular complexity from readily available and bulk alcohols.

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Xiong N. et al. Iron-Catalyzed Photoinduced Remote C(sp3)–H Amination of Free Alcohols // Organic Letters. 2021. Vol. 23. No. 22. pp. 8968-8972.

GOST all authors (up to 50) Copy

Xiong N., Li Y., Zeng R. Iron-Catalyzed Photoinduced Remote C(sp3)–H Amination of Free Alcohols // Organic Letters. 2021. Vol. 23. No. 22. pp. 8968-8972.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.1c03488

UR - https://doi.org/10.1021/acs.orglett.1c03488

TI - Iron-Catalyzed Photoinduced Remote C(sp3)–H Amination of Free Alcohols

T2 - Organic Letters

AU - Xiong, Ni

AU - Li, Yang

AU - Zeng, Rong

PY - 2021

DA - 2021/10/29

PB - American Chemical Society (ACS)

SP - 8968-8972

IS - 22

VL - 23

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2021_Xiong,

author = {Ni Xiong and Yang Li and Rong Zeng},

title = {Iron-Catalyzed Photoinduced Remote C(sp3)–H Amination of Free Alcohols},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {oct},

url = {https://doi.org/10.1021/acs.orglett.1c03488},

number = {22},

pages = {8968--8972},

doi = {10.1021/acs.orglett.1c03488}

}

MLA

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MLA Copy

Xiong, Ni, et al. “Iron-Catalyzed Photoinduced Remote C(sp3)–H Amination of Free Alcohols.” Organic Letters, vol. 23, no. 22, Oct. 2021, pp. 8968-8972. https://doi.org/10.1021/acs.orglett.1c03488.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

SJR

1.245

CiteScore

9.3

Impact factor

4.9

ISSN

15237060 (Print)

15237052 (Electronic)