Convenient "on-water" one-pot, synthesis of flavonols catalyzed by LiOH.H2O- and H2O2-mediated oxidation

被引:3
作者
Kumar, Sumit [1 ]
Ambatwar, Ramesh [1 ]
Gupta, Vaibhav [1 ]
Khatik, Gopal L. [1 ]
机构
[1] Natl Inst Pharmaceut Educ & Res Raebareli, Dept Med Chem, New Transit Campus, Bijnor Sisendi Rd,Near CRPF Base Camp, Lucknow 226301, Uttar Pradesh, India
关键词
On-water; Catalysis; Efficient synthesis; One-pot synthesis; Flavonols; CHEMISTRY; CONDENSATION; EXPLORATION; DERIVATIVES; EXTRACTION; EFFICIENT;
D O I
10.1007/s11164-022-04932-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Water is an eco-friendly and economical solvent in organic synthesis. The ultrasound-assisted chemical reactions have proven to produce a better yield than the existing traditional approaches. Flavonol scaffold is widely distributed in nature. Therefore, it becomes very important to explore and develop a newer method for their synthesis. In the present work, we have described the one-pot efficient synthesis of flavonol and its derivatives using the LiOH.H2O and H2O2 system. Herein we utilized an eco-friendly chemistry approach using ultrasound and water as a medium to afford flavonols in good yields. LiOH.H2O was found to be a mild base to generate the chalcone intermediate whereas H2O2 acted as an oxidizing agent to produce a flavonol as revealed by a mechanistic study using mass spectrometry and NMR spectroscopy. This one-pot synthesis of flavonols is an effective alternative to the existing methods with the advantages of utilizing mild base and oxidant, ease in isolation, economical, eco-friendly, and good yields.
引用
收藏
页码:901 / 915
页数:15
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