Synthesis and Recyclization of Methylenebisflavonoids Based on Heterocyclic Analogs of Umbelliferone and Formononetin

摘要

The methylenebisflavonoids 7-hydroxy-3-hetaryl-8-(4-oxo-4H-3-chromenylmethyl)-4H-4-chromenones and 7-hydroxy-3-hetaryl-8-(4-oxo-4H-3-chromenylmethyl)-2H-2-chromenones were synthesized via the reaction of 7-hydroxy-8-dialkylaminomethyl-3-hetarylcoumarins and chromones with 3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one. Recyclization of 3-(1,3-benzthiazol-2-yl)-7-hydroxy-8-(4-oxo-4H-3-chromenylmethyl)-2H-2-chromenone through the action of N,N- and N,O-binucleophiles produced new 3-benzthiazolylcoumarin derivatives modified by pyrazole, isoxazole, and pyrimidine heterocycles.