Synthesis of the 3-aminoflavone-8-acetic acid

Buchwald–Hartwig Reactions of Monohaloflavones

“…[38][39][40] Reduction of the nitro group has been carried out by catalytic hydrogenation. [12,34,41,42] 3-Oximinoflavanones 9 gave also 3-aminoflavones 7 upon treatment with tin(II) chloride (Scheme 3). Sasaki, Miyake, and their coworkers published the synthesis of various 3-alkylaminoflavones from 3-bromoflavones,…”

The rearrangement of tosylated flavones to 1′-(alkylamino)aurones with primary amines

“…Dauzonne and colleagues built up the entire flavone backbone in a 5-step synthesis starting from benzaldehyde derivatives and bromonitromethane. 26,27 Patonay et al obtained a mixture of 4 compounds from a reaction of 2'-hydroxychalcone dibromides with sodium azide, out of which only one can be used in a cyclization reaction to yield the desired 3-aminoflavone. 28 Similar to Patonay, De Meyer and co-workers prepared in a multistep approach an azide, which was reduced to the amine.…”

An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae

“…Few natural or synthetic aminoflavonoids have been reported however [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 ]. The most common method includes the reduction of the nitro [ 23 , 24 , 26 , 28 , 29 ] or azido [ 27 , 32 ] group(s) on the aromatic rings, followed by protection and deprotection of the resulting amino moieties [ 25 , 28 , 30 , 31 ]. As a part of our ongoing interest in the various aminoflavonoids, we are interested in the roles of their amino groups.…”