Access to trifluoromethylated 4-alkoxy-2-pyrones, pyridones and quinolones

Sarah L. Clarke; Gerard P. McGlacken

doi:10.1016/j.tet.2015.03.061

Access to trifluoromethylated 4-alkoxy-2-pyrones, pyridones and quinolones

Sarah L. Clarke
, Gerard P. McGlacken

School of Chemistry

University College Cork

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

Abstract

2-Pyrones, pyridones and quinolones represent classes of molecules with remarkable and diverse biological activity. The introduction of a trifluoromethyl group to a molecule can have dramatic and beneficial effects in terms of lipophilicity and bioavailability. Herein we report a route to afford a library of novel trifluoromethylated 2-pyrones, 2-pyridones and a 2-quinolone in moderate to good yield using methyl fluorosulfonyldifluoroacetate as the trifluoromethylating agent.

Original language	English
Pages (from-to)	2906-2913
Number of pages	8
Journal	Tetrahedron
Volume	71
Issue number	19
DOIs	https://doi.org/10.1016/j.tet.2015.03.061
Publication status	Published - 13 May 2015

Keywords

Heteroaromatic
Methyl fluorosulfonyldifluoroacetate
Pyridone
Pyrone
Quinolone
Trifluoromethylation

Access to Document

10.1016/j.tet.2015.03.061

Cite this

@article{a906a3345c3c4bb295e9c0d939613e7f,

title = "Access to trifluoromethylated 4-alkoxy-2-pyrones, pyridones and quinolones",

abstract = "2-Pyrones, pyridones and quinolones represent classes of molecules with remarkable and diverse biological activity. The introduction of a trifluoromethyl group to a molecule can have dramatic and beneficial effects in terms of lipophilicity and bioavailability. Herein we report a route to afford a library of novel trifluoromethylated 2-pyrones, 2-pyridones and a 2-quinolone in moderate to good yield using methyl fluorosulfonyldifluoroacetate as the trifluoromethylating agent.",

keywords = "Heteroaromatic, Methyl fluorosulfonyldifluoroacetate, Pyridone, Pyrone, Quinolone, Trifluoromethylation",

author = "Clarke, \{Sarah L.\} and McGlacken, \{Gerard P.\}",

note = "Publisher Copyright: {\textcopyright} 2015 Published by Elsevier B.V.",

year = "2015",

month = may,

day = "13",

doi = "10.1016/j.tet.2015.03.061",

language = "English",

volume = "71",

pages = "2906--2913",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "19",

}

TY - JOUR

T1 - Access to trifluoromethylated 4-alkoxy-2-pyrones, pyridones and quinolones

AU - Clarke, Sarah L.

AU - McGlacken, Gerard P.

PY - 2015/5/13

Y1 - 2015/5/13

N2 - 2-Pyrones, pyridones and quinolones represent classes of molecules with remarkable and diverse biological activity. The introduction of a trifluoromethyl group to a molecule can have dramatic and beneficial effects in terms of lipophilicity and bioavailability. Herein we report a route to afford a library of novel trifluoromethylated 2-pyrones, 2-pyridones and a 2-quinolone in moderate to good yield using methyl fluorosulfonyldifluoroacetate as the trifluoromethylating agent.

AB - 2-Pyrones, pyridones and quinolones represent classes of molecules with remarkable and diverse biological activity. The introduction of a trifluoromethyl group to a molecule can have dramatic and beneficial effects in terms of lipophilicity and bioavailability. Herein we report a route to afford a library of novel trifluoromethylated 2-pyrones, 2-pyridones and a 2-quinolone in moderate to good yield using methyl fluorosulfonyldifluoroacetate as the trifluoromethylating agent.

KW - Heteroaromatic

KW - Methyl fluorosulfonyldifluoroacetate

KW - Pyridone

KW - Pyrone

KW - Quinolone

KW - Trifluoromethylation

UR - https://www.scopus.com/pages/publications/84937760932

U2 - 10.1016/j.tet.2015.03.061

DO - 10.1016/j.tet.2015.03.061

M3 - Article

AN - SCOPUS:84937760932

SN - 0040-4020

VL - 71

SP - 2906

EP - 2913

JO - Tetrahedron

JF - Tetrahedron

IS - 19

ER -

Access to trifluoromethylated 4-alkoxy-2-pyrones, pyridones and quinolones

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this