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

• Antal Harsanyi,
• Graham Sandford,
• Dmitri S. Yufit and
• Judith A.K. Howard

Beilstein J. Org. Chem. 2014, 10, 1213–1219, doi:10.3762/bjoc.10.119

• Antal Harsanyi Graham Sandford Dmitri S. Yufit Judith A.K. Howard Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, UK Chemical Crystallography, Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, UK 10.3762/bjoc.10.119 Abstract Diethyl 2-fluoromalonate

• processes. Keywords: fluorinated building blocks; fluoroarylacetic acid; fluoromalonate; fluorooxindole; organo-fluorine; selective fluorination; Introduction Since 1954, when Fried and Sabo observed that the incorporation of a fluorine atom into a corticosteroid derivative led to valuable enhanced

• structurally sophisticated selectively fluorinated systems. For example, 2-fluoromalonate esters have been used for the preparation of various α-fluorocarboxylic acids [28][29][30][31][32], heterocycles, such as fluoropyrimidine [33] and quinolone [34] derivatives, alkylated [35] and Michael addition [36][37