New Convenient Synthesis of 8-C-Methylated Homoisoflavones and Analysis of Their Structure by NMR and Tandem Mass Spectrometry  

作　　者：Santosh Kumar Yadav Santosh Kumar Yadav(Department of Organic Chemistry & FDW, Andhra University, Visakhapatnam, India;DMPK, Sai Life Sciences Ltd., Pune, Maharashtra, India)

机构地区：[1]Department of Organic Chemistry & FDW, Andhra University, Visakhapatnam, India [2]DMPK, Sai Life Sciences Ltd., Pune, Maharashtra, India

出　　处：《International Journal of Organic Chemistry》2021年第1期46-54,共9页有机化学国际期刊（英文）

摘　　要：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<em> in situ</em> 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.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<em> in situ</em> 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.

关 键 词：8-C-Methylated Homoisoflavones 3-C-Methylated Dihydrochalcones 3-C-Methylated Chalcones 3-C-Methylated Acetophenones DIMETHYLFORMAMIDE BF₃·Et₂O PCl₅ 

分 类 号：O62[理学—有机化学]