In this study,  the synthesis of 1-(diphenylamino)-2-propanone as a model compound for radical arylation studies was carried out. The synthetic pathway involved a multi-step approach, where diphenylamine was reacted with 3-chloro-2-methyl-1-propene in a substitution reaction. Subsequent oxidation was carried out using osmium tetroxide and sodium periodate, providing an efficient route to the desired ketone. The crude product was then purified via column chromatography and characterized using NMR, and GC-MS.  This method proved advantageous over alternative synthetic routes because it produced the highest yield of desired product. The synthesized diphenylamino ketone will be used to carry out radical arylation studies to form indoline derivatives, which are basic motifs found in antitumor agents. Although the syntheses of indoline derivatives via the radical arylation of diphenylamino epoxides have been extensively studied, a study on the radical arylation of diphenylamino ketones to form indoline derivatives could also serve as an alternative and synthetically useful pathway. The same synthetic approach was applied to produce 1-(phenyl(p-tolyl)amino)propan-2-one, which will potentially be used to further investigate the regioselectivity of radical additions to arenes.