1. Iron(III)-Catalyzed Peroxide-Mediated C-3 Functionalization of Flavones
- Author
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Suresh Rajamanickam, Arghya Banerjee, Sourav Kumar Santra, Bilal Ahmad Mir, and Bhisma K. Patel
- Subjects
chemistry.chemical_classification ,010405 organic chemistry ,Chemistry ,Potassium ,chemistry.chemical_element ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Peroxide ,Flavones ,0104 chemical sciences ,Catalysis ,Solvent ,chemistry.chemical_compound ,Chlorobenzene ,Polymer chemistry ,Surface modification ,Organic chemistry ,Methyl group - Abstract
An iron(III)-catalyzed C-3 functionalization of flavones has been achieved using tert-butyl peroxybenzoate (TBPB)/potassium persulphate (K2S2O8) oxidant combinations with a suitable solvent. In the presence of iron(III)/tert-butyl peroxybenzoate/potassium persulphate, the reaction of flavones in cycloalkanes afforded exclusive C-3 cycloalkylation via Csp2 –Csp3 coupling, whereas the solvent N,N-dialkylformamide provided C-3 amidation via Csp2 –Csp2 coupling. Under identical reaction conditions just by switching the solvent to chlorobenzene, C-3 methylated flavones were obtained where tert-butyl peroxybenzoate (TBPB) served as the source of the methyl group.
- Published
- 2016
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