Journal
DALTON TRANSACTIONS
Volume -, Issue 6, Pages 918-921Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b816249b
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- University of Greenwich
- GRE
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The Knoevenagel condensation of 1,3-dihydro-2H-indol-2-one 1 with ferrocene carboxaldehyde 2 afforded an approximate 2: 1 mixture of the geometrical isomers (E)- and (Z)-3-ferrocenylmethylidene-1,3-dihydro-2H-indol-2-one 3 respectively in an overall 67% yield; the air and solution-stable isomers were readily separated by preparative thin layer chromatography and their structures were unequivocally elucidated in solution, by H-1 NMR spectroscopy, and in the solid phase, by X-ray crystallography; both isomers of 3 displayed in vitro toxicity against B16 melanoma and Vero cell lines in the micromolar range and inhibited the kinase VEGFR-2 with IC50 values of ca. 200 nM.
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