TITLE:
New Convenient Synthesis of 8-C-Methylated Homoisoflavones and Analysis of Their Structure by NMR and Tandem Mass Spectrometry
AUTHORS:
Santosh Kumar Yadav
KEYWORDS:
8-C-Methylated Homoisoflavones, 3-C-Methylated Dihydrochalcones, 3-C-Methylated Chalcones, 3-C-Methylated Acetophenones, Dimethylformamide, BF3·Et2O, PCl5
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.11 No.1,
March
26,
2021
ABSTRACT: Homoisoflavonoids are in the subclass of the larger family of flavonoids having one more alkyl carbon than flavonoids. Among them, 8-C-Methylated homoisoflavones have not been extensively studied for synthesis and biological evaluation. Author’s current objective is to synthesize 8-C-Methylated homoisoflavones by the reaction of 3-C-methylated dihydrochalcones with N,N’-dimethyl (chloromethylene) ammonium chloride generated in situ from DMF and PCl5 for one carbon extension at about room temperature. The 3-C-methylated dihydrochalcones were synthesized by the reduction of 3-C-methylated chalcones, which were prepared from 3-C-methylated acetophenones and aromatic aldehydes in the presence of base. All the synthesized novel homoisoflavones’s structures were characterized by NMR and Tandem Mass Spectrometry.