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

• 作者: Santosh Kumar Yadav
• 来源期刊: 有机化学国际期刊(英文)
• 学科: 化学
• 关键词: 8-C-Methylated Homoisoflavones 3-C-Methylated Dihydrochalcones 3-C-Methylated Chalcones 3-C-Methylated Acetophenones DIMETHYLFORMAMIDE BF3·Et2O PCl5
• 年，卷（期）: 2021,（1）
• 页码范围: 46-54
• 页数: 9页
• 分类号: O62

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.