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

Harsanyi, A.; Sandford, G.; Yufit, D.S.; Howard, J.A.K.

doi:10.3762/bjoc.10.119

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

Harsanyi, A.; Sandford, G.; Yufit, D.S.; Howard, J.A.K.

Authors

A. Harsanyi

G. Sandford

D.S. Yufit

J.A.K. Howard

Abstract

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.

Citation

Harsanyi, A., Sandford, G., Yufit, D., & Howard, J. (2014). Syntheses of fluoro-oxindole and 2-fluoro-2-arylacetic acid derivatives from diethyl 2-fluoromalonate ester. Beilstein Journal of Organic Chemistry, 10, 1213-1219. https://doi.org/10.3762/bjoc.10.119

Journal Article Type	Article
Publication Date	May 22, 2014
Deposit Date	May 21, 2014
Publicly Available Date	May 26, 2014
Journal	Beilstein Journal of Organic Chemistry
Print ISSN	1860-5397
Publisher	Beilstein-Institut
Peer Reviewed	Peer Reviewed
Volume	10
Pages	1213-1219
DOI	https://doi.org/10.3762/bjoc.10.119
Keywords	Fluorinated building blocks, Fluoroarylacetic acid, Fluoromalonate, Fluorooxindole, Organo-fluorine, Selective fluorination.

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