Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines: Key building blocks for the synthesis of antibiotics

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines : Key building blocks for the synthesis of antibiotics. / Flagstad, Thomas; Petersen, Mette T.; Hinnerfeldt, Daniel M.; Givskov, Michael; Nielsen, Thomas E.

In: Synthesis (Germany), Vol. 46, No. 23, 28.08.2014, p. 3263-3267.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Flagstad, T, Petersen, MT, Hinnerfeldt, DM, Givskov, M & Nielsen, TE 2014, 'Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines: Key building blocks for the synthesis of antibiotics', Synthesis (Germany), vol. 46, no. 23, pp. 3263-3267. https://doi.org/10.1055/s-0034-1378554

APA

Flagstad, T., Petersen, M. T., Hinnerfeldt, D. M., Givskov, M., & Nielsen, T. E. (2014). Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines: Key building blocks for the synthesis of antibiotics. Synthesis (Germany), 46(23), 3263-3267. https://doi.org/10.1055/s-0034-1378554

Vancouver

Flagstad T, Petersen MT, Hinnerfeldt DM, Givskov M, Nielsen TE. Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines: Key building blocks for the synthesis of antibiotics. Synthesis (Germany). 2014 Aug 28;46(23):3263-3267. https://doi.org/10.1055/s-0034-1378554

Author

Flagstad, Thomas ; Petersen, Mette T. ; Hinnerfeldt, Daniel M. ; Givskov, Michael ; Nielsen, Thomas E. / Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines : Key building blocks for the synthesis of antibiotics. In: Synthesis (Germany). 2014 ; Vol. 46, No. 23. pp. 3263-3267.

Bibtex

@article{e23e969d08e34efeba33c2a73a6aecc1,
title = "Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines: Key building blocks for the synthesis of antibiotics",
abstract = "A practical and scalable 4-step route is presented for the synthesis of 4-bromo-3-fluoro-6-methoxyoquinoline and 3-fluoro-4-iodo-6-methoxyoquinoline from readily available 2,4-dichloro-3-fluoroquinoline with an overall yield of 81-85%. Halogenated quinoline building blocks have found much use in antimicrobial drug discovery, and the method reported here would be useful for the synthesis of these compounds.",
keywords = "antibiotic, fluorine, heterocycle, quinolone, regioselectivity",
author = "Thomas Flagstad and Petersen, {Mette T.} and Hinnerfeldt, {Daniel M.} and Michael Givskov and Nielsen, {Thomas E.}",
note = "Publisher Copyright: {\textcopyright} Georg Thieme Verlag Stuttgart · New York.",
year = "2014",
month = aug,
day = "28",
doi = "10.1055/s-0034-1378554",
language = "English",
volume = "46",
pages = "3263--3267",
journal = "Synthesis",
issn = "0039-7881",
publisher = "GeorgThieme Verlag",
number = "23",

}

RIS

TY - JOUR

T1 - Synthesis of 4-halogenated 3-fluoro-6-methoxyquinolines

T2 - Key building blocks for the synthesis of antibiotics

AU - Flagstad, Thomas

AU - Petersen, Mette T.

AU - Hinnerfeldt, Daniel M.

AU - Givskov, Michael

AU - Nielsen, Thomas E.

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart · New York.

PY - 2014/8/28

Y1 - 2014/8/28

N2 - A practical and scalable 4-step route is presented for the synthesis of 4-bromo-3-fluoro-6-methoxyoquinoline and 3-fluoro-4-iodo-6-methoxyoquinoline from readily available 2,4-dichloro-3-fluoroquinoline with an overall yield of 81-85%. Halogenated quinoline building blocks have found much use in antimicrobial drug discovery, and the method reported here would be useful for the synthesis of these compounds.

AB - A practical and scalable 4-step route is presented for the synthesis of 4-bromo-3-fluoro-6-methoxyoquinoline and 3-fluoro-4-iodo-6-methoxyoquinoline from readily available 2,4-dichloro-3-fluoroquinoline with an overall yield of 81-85%. Halogenated quinoline building blocks have found much use in antimicrobial drug discovery, and the method reported here would be useful for the synthesis of these compounds.

KW - antibiotic

KW - fluorine

KW - heterocycle

KW - quinolone

KW - regioselectivity

UR - http://www.scopus.com/inward/record.url?scp=85028104804&partnerID=8YFLogxK

U2 - 10.1055/s-0034-1378554

DO - 10.1055/s-0034-1378554

M3 - Journal article

AN - SCOPUS:85028104804

VL - 46

SP - 3263

EP - 3267

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 23

ER -

ID: 340026011