Iron(III)-catalyzed peroxide-mediated C-3 functionalization of flavones

Mir, Bilal Ahmad ; Banerjee, Arghya ; Santra, Sourav Kumar ; Rajamanickam, Suresh ; Patel, Bhisma K. (2016) Iron(III)-catalyzed peroxide-mediated C-3 functionalization of flavones Advanced Synthesis & Catalysis, 358 (21). pp. 3471-3476. ISSN 1615-4150

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Official URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/ad...

Related URL: http://dx.doi.org/10.1002/adsc.201600565

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.

Item Type:Article
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ID Code:113796
Deposited On:30 Apr 2018 12:14
Last Modified:30 Apr 2018 12:14

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