Iridium-Catalyzed Borylation of 6-Fluoroquinolines: Access to 6-Fluoroquinolones

Aobha Hickey; Julia Merz; Hamad H. Al Mamari; Alexandra Friedrich; Todd B. Marder; Gerard P. McGlacken

doi:10.1021/acs.joc.2c00973

Iridium-Catalyzed Borylation of 6-Fluoroquinolines: Access to 6-Fluoroquinolones

Aobha Hickey
, Julia Merz
, Hamad H. Al Mamari
, Alexandra Friedrich
, Todd B. Marder
, Gerard P. McGlacken

School of Chemistry

University of Würzburg
Sultan Qaboos University

Research output: Contribution to journal › Article › peer-review

Abstract

The Ir-catalyzed C-H borylation of fluoroquinolines has been realized. The quinoline boronic ester formed undergoes a range of important transformations of relevance to medicinal chemistry. Judicious choice of the substituent at C4 on the quinoline facilitated the unmasking of a fluoroquinolone-the core structure of many antibiotics.

Original language	English
Pages (from-to)	9977-9987
Number of pages	11
Journal	Journal of Organic Chemistry
Volume	87
Issue number	15
DOIs	https://doi.org/10.1021/acs.joc.2c00973
Publication status	Published - 5 Aug 2022

Access to Document

10.1021/acs.joc.2c00973

Cite this

@article{6cb5bcc2a34e4d62a301a610b767a296,

title = "Iridium-Catalyzed Borylation of 6-Fluoroquinolines: Access to 6-Fluoroquinolones",

abstract = "The Ir-catalyzed C-H borylation of fluoroquinolines has been realized. The quinoline boronic ester formed undergoes a range of important transformations of relevance to medicinal chemistry. Judicious choice of the substituent at C4 on the quinoline facilitated the unmasking of a fluoroquinolone-the core structure of many antibiotics.",

author = "Aobha Hickey and Julia Merz and \{Al Mamari\}, \{Hamad H.\} and Alexandra Friedrich and Marder, \{Todd B.\} and McGlacken, \{Gerard P.\}",

year = "2022",

month = aug,

day = "5",

doi = "10.1021/acs.joc.2c00973",

language = "English",

volume = "87",

pages = "9977--9987",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "15",

}

TY - JOUR

T1 - Iridium-Catalyzed Borylation of 6-Fluoroquinolines

T2 - Access to 6-Fluoroquinolones

AU - Hickey, Aobha

AU - Merz, Julia

AU - Al Mamari, Hamad H.

AU - Friedrich, Alexandra

AU - Marder, Todd B.

AU - McGlacken, Gerard P.

PY - 2022/8/5

Y1 - 2022/8/5

N2 - The Ir-catalyzed C-H borylation of fluoroquinolines has been realized. The quinoline boronic ester formed undergoes a range of important transformations of relevance to medicinal chemistry. Judicious choice of the substituent at C4 on the quinoline facilitated the unmasking of a fluoroquinolone-the core structure of many antibiotics.

AB - The Ir-catalyzed C-H borylation of fluoroquinolines has been realized. The quinoline boronic ester formed undergoes a range of important transformations of relevance to medicinal chemistry. Judicious choice of the substituent at C4 on the quinoline facilitated the unmasking of a fluoroquinolone-the core structure of many antibiotics.

UR - https://www.scopus.com/pages/publications/85135565424

U2 - 10.1021/acs.joc.2c00973

DO - 10.1021/acs.joc.2c00973

M3 - Article

AN - SCOPUS:85135565424

SN - 0022-3263

VL - 87

SP - 9977

EP - 9987

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

Iridium-Catalyzed Borylation of 6-Fluoroquinolines: Access to 6-Fluoroquinolones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this