Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester

Diethyl 2-fluoromalonate ester is utilised as a building block for the synthesis of 2-fluoro-2-arylacetic acid and fluorooxindole derivatives by a strategy involving nucleophilic aromatic substitution reactions with ortho-fluoronitrobenzene substrates followed by decarboxylation, esterification and...

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Main Authors: Antal Harsanyi, Graham Sandford, Dmitri S. Yufit, Judith A.K. Howard
Format: Article
Language:English
Published: Beilstein-Institut 2014-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.10.119
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spelling doaj-869a031fcdd9452fb435ff1c9e90b86e2021-02-02T05:01:14ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972014-05-011011213121910.3762/bjoc.10.1191860-5397-10-119Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate esterAntal Harsanyi0Graham Sandford1Dmitri S. Yufit2Judith A.K. Howard3Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, UKDepartment of Chemistry, Durham University, South Road, Durham, DH1 3LE, UKChemical Crystallography, Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, UKChemical Crystallography, Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, UKDiethyl 2-fluoromalonate ester is utilised as a building block for the synthesis of 2-fluoro-2-arylacetic acid and fluorooxindole derivatives by a strategy involving nucleophilic aromatic substitution reactions with ortho-fluoronitrobenzene substrates followed by decarboxylation, esterification and reductive cyclisation processes.https://doi.org/10.3762/bjoc.10.119fluorinated building blocksfluoroarylacetic acidfluoromalonatefluorooxindoleorgano-fluorineselective fluorination
collection DOAJ
language English
format Article
sources DOAJ
author Antal Harsanyi
Graham Sandford
Dmitri S. Yufit
Judith A.K. Howard
spellingShingle Antal Harsanyi
Graham Sandford
Dmitri S. Yufit
Judith A.K. Howard
Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
Beilstein Journal of Organic Chemistry
fluorinated building blocks
fluoroarylacetic acid
fluoromalonate
fluorooxindole
organo-fluorine
selective fluorination
author_facet Antal Harsanyi
Graham Sandford
Dmitri S. Yufit
Judith A.K. Howard
author_sort Antal Harsanyi
title Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
title_short Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
title_full Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
title_fullStr Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
title_full_unstemmed Syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
title_sort syntheses of fluorooxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2014-05-01
description Diethyl 2-fluoromalonate ester is utilised as a building block for the synthesis of 2-fluoro-2-arylacetic acid and fluorooxindole derivatives by a strategy involving nucleophilic aromatic substitution reactions with ortho-fluoronitrobenzene substrates followed by decarboxylation, esterification and reductive cyclisation processes.
topic fluorinated building blocks
fluoroarylacetic acid
fluoromalonate
fluorooxindole
organo-fluorine
selective fluorination
url https://doi.org/10.3762/bjoc.10.119
work_keys_str_mv AT antalharsanyi synthesesoffluorooxindoleand2fluoro2arylaceticacidderivativesfromdiethyl2fluoromalonateester
AT grahamsandford synthesesoffluorooxindoleand2fluoro2arylaceticacidderivativesfromdiethyl2fluoromalonateester
AT dmitrisyufit synthesesoffluorooxindoleand2fluoro2arylaceticacidderivativesfromdiethyl2fluoromalonateester
AT judithakhoward synthesesoffluorooxindoleand2fluoro2arylaceticacidderivativesfromdiethyl2fluoromalonateester
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