Efficient Synthesis of Novel Quinolinone Derivatives

Many quinolinones derivatives and molecules that have triazoles ring in their structure have been reported as anti-cancer agents [1]. Furthermore, some quinolinone analogs demonstrated potent anticancer activity [2]. Accordingly the quinolinoneand triazole ring scaffold is considered as an attractive heterocycle in the field of anti-cancer drug design and development.Herein, we decided to investigate novel series of 9-(4-((1-benzyl-1H-1,2,3- triazol-4-yl)methoxy)phenyl)-3,6,6-trimethyl-1-phenyl-1,4,4a,5,6,7,8a,9-octahydro-8Hpyrazolo[ 4,3-b]quinolin-8-one. 1was prepared via the reaction of propargyl bromide with 4- hydroxybenzaldehyde. (Azidomethyl)benzene was separately prepared by the reaction of benzylbromide with sodium azide. One pot multicomponent reaction of 4-(prop-2-yn-1- yloxy)benzaldehyde, dimedoneand 3-methyl-1-phenyl-1H-pyrazol-5-amine in ethanol led to compound 2which finally reacted with (azidomethyl)benzene in triethanolamine to form the desired product that was characterized by FT-IR and 1HNMR spectra.