IBX-Mediated, Efficient, Metal-Free Approach Towards Synthesis of Flavones

被引:5
|
作者
Desai, Vidya G. [1 ]
Desai, Sulaksha R. [1 ]
机构
[1] Dnyanprassarak Mandals Coll & Res Ctr, Dept Chem, Assagao Bardez 403507, Goa, India
关键词
Flavones; 2'-hydroxychalcones; hypervalent iodine; o-iodoxybenzoic acid; oxidative cyclization; Claisen-Schmidt condensation; O-IODOXYBENZOIC ACID; OXIDATION; ALCOHOLS; 2'-HYDROXYCHALCONES; FLAVANONES; CATALYST; REAGENT;
D O I
10.2174/1570179414666170619081722
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aim and Objective: We explore the role of IBX as an electrophilic agent towards the synthesis of flavones. The main objective was to work within the framework of green chemistry by using eco-friendly, less toxic, iodine-hypervalent reagent to carry out a facile conversion to flavones. Material and Methods: The use of 1equivalent of IBX under refluxing condition in DMSO was the best employed method for the synthesis of flavones. All the synthesised compounds were characterised by spectroscopic methods such as IR, H-1 NMR and C-13 NMR spectroscopy. Results: In total, we successfully synthesized fifteen flavones derivatives in very good yields by using iodine-hypervalent reagent. This method was proved to be the best method as it involved simple workup procedure i.e. by adding water to the reaction mixture followed by filtration of the solid product. The formation of the product was confirmed by IR, NMR and their characteristic melting points. Conclusion: A new and first approach towards the synthesis of flavones using non-toxic and eco-friendly hypervalent iodine (V) reagent, IBX has been demonstrated. Such a methodology has been well-extended towards the synthesis of hydroxy, and bromo flavones. The work signifies the electrophilic character of IBX, which is an oxidant.
引用
收藏
页码:1180 / 1184
页数:5
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