Abstract

The dissertation is based on the structure of 4-hydroxy- quinolin-2-(1H)-ones. In order to synthesize a series of derivatives of 1-benzyl-4-hydroxy-3-phenylquinolin-2(1H)-one (26a-g, 27a-g, 28, 29), Using the Bheemashankar′s solution-phase combinatorial synthetic method. The starting material is methyl anthranilate (16) that is condensated with 4-substituted-benzaldehydes 17a-h to obtain the 19a-h. On the other hand, 4-cyanophenyl acetic acids 20a-d were acylated with thionyl chloride to afford acid chlorides 21a-d. Then, 21a-d and 19a-h are combined by Schotten-Baumann reaction to give 22a-h, 23a-h, 24 and 25, respectively. The last, intermediate 22a-h, 23a-h, 24, 25 are cyclizated by amberlyst A-26 resin (OH- form) and then acidified with trifluroacetic acid to obtain 26a-g, 27a-g, 28 and 29, respectively. Moreover, it is important to evaluate the biological activity from the derivatives, anticipating obtaining leading compounds to establish the structure-activity relationships.

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