Organic Letters

, volume 23 , issue 10 , pages 3975-3980

Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides

Yongan Liu ¹

Qijun Pan ²

Xiaojun Hu ²

Yong Guo ¹

Qing Yun Chen ¹

Chao Liu ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

University of Chinese Academy of Sciences

Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences

School of Chemical and Environmental Engineering, Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, China |

Publication type: Journal Article

Publication date: 2021-05-10

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/acs.orglett.1c01118

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PubMed ID: 33969691

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

Herein we report a practical and efficient copper-catalyzed approach for the conversion of various arenediazonium salts to the corresponding N-protected sulfonimidoyl fluorides. This operationally simple protocol tolerates a wide range of functional groups and can be applied to the late-stage modification of complex bioactive molecules. Furthermore, pharmaceutically important primary sulfonamides and sulfonimidamides derived from these valuable N-protected sulfonimidoyl fluoride units were prepared in minimal synthetic steps.

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Liu Y. et al. Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides // Organic Letters. 2021. Vol. 23. No. 10. pp. 3975-3980.

GOST all authors (up to 50) Copy

Liu Y., Pan Q., Hu X., Guo Y., Chen Q. Y., Liu C. Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides // Organic Letters. 2021. Vol. 23. No. 10. pp. 3975-3980.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.1c01118

UR - https://doi.org/10.1021/acs.orglett.1c01118

TI - Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides

T2 - Organic Letters

AU - Liu, Yongan

AU - Pan, Qijun

AU - Hu, Xiaojun

AU - Guo, Yong

AU - Chen, Qing Yun

AU - Liu, Chao

PY - 2021

DA - 2021/05/10

PB - American Chemical Society (ACS)

SP - 3975-3980

IS - 10

VL - 23

PMID - 33969691

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2021_Liu,

author = {Yongan Liu and Qijun Pan and Xiaojun Hu and Yong Guo and Qing Yun Chen and Chao Liu},

title = {Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {may},

url = {https://doi.org/10.1021/acs.orglett.1c01118},

number = {10},

pages = {3975--3980},

doi = {10.1021/acs.orglett.1c01118}

}

MLA

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MLA Copy

Liu, Yongan, et al. “Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides.” Organic Letters, vol. 23, no. 10, May. 2021, pp. 3975-3980. https://doi.org/10.1021/acs.orglett.1c01118.

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)