Synthesis of novel substituted (4H-furo[2, 3-h]chromen-9-yl)-acetic acids via multicomponent reaction of flavones, arylglyoxals and Meldrum's acid. (12th March 2021)

• Record Type: Journal Article
• Authors: Lichitsky, Boris V.; Melekhina, Valeriya G.; Komogortsev, Andrey N.; Migulin, Vasily A.; Nelyubina, Yulia V.; Fakhrutdinov, Artem N.; Daeva, Elena D.; Dudinov, Arkady A.
• Is Part Of: Tetrahedron. Volume 83(2021)
• Publication Date: 2021-03-12
• Subjects: Multicomponent reactions -- Furanoflavones -- Meldrum's acid -- Arylglyoxals -- Flavones; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2021.131980
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: An efficient one-po t method for the synthesis of previously unknown furanoflavone derivatives was elaborated. The suggested approach based on telescoped multicomponent reaction of various flavones, arylglyoxals and Meldrum's acid. A distinctive feature of studied condensation is regiospecific formation of 4 H -furo[2, 3- h ]chromene core. The advantages of this synthesis are mild conditions, atom economy and easy workup procedure, which can avoid chromatographic purifications. The structure of one of furanoflavone derivatives was determined by X-ray diffraction. Graphical abstract: Image 1 Highlights: The one-po t method for the synthesis of novel furanoflavones was elaborated. Regiospecific formation of 4 H -furo[2, 3- h ]chromene core. Mild reaction conditions, atom economy and easy workup procedure. Typical structure was confirmed by X-ray crystallographic analysis.