Iron(III)‐Catalyzed Peroxide‐Mediated C‐3 Functionalization of Flavones | Zendy

Mir Bilal Ahmad | Zendy; Banerjee Arghya | Zendy; Santra Sourav Kumar | Zendy; Rajamanickam Suresh | Zendy; Patel Bhisma K. | Zendy

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Iron(III)‐Catalyzed Peroxide‐Mediated C‐3 Functionalization of Flavones

Author(s) -

Mir Bilal Ahmad,

Banerjee Arghya,

Santra Sourav Kumar,

Rajamanickam Suresh,

Patel Bhisma K.

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201600565

Subject(s) - chemistry , flavones , catalysis , solvent , peroxide , surface modification , chlorobenzene , medicinal chemistry , potassium , organic chemistry , chromatography

An iron(III)‐catalyzed C‐3 functionalization of flavones has been achieved using tert ‐butyl peroxybenzoate (TBPB)/potassium persulphate (K 2 S 2 O 8 ) 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 Cs p2–Cs p3coupling, whereas the solvent N , N ‐dialkylformamide provided C‐3 amidation via Cs p2–Cs p2coupling. 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.

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