An efficient and environmental benign approach has been developed for the synthesis of 4,5-diphenylpyrimidin-2-amine from chalcones after considering the various limitations of earlier methodologies reported in literature The synthesis was started by treating chalcones with two equivalents of hydroxy(tosyloxy)iodobenzene results the formation of geminal ditosyloxy ketones via 1,2-aryl migration. These geminal ditosyloxy ketones serve as 1,3-dielectrophilic carbon atom precursors and subsequently cyclized with guanidine hydrochloride in the presence of a base to synthesize scarcely explored targeted pyrimidine molecules. This strategy offers several key advantages in terms of operational simplicity, high regioselectivity, shorter reaction time and facile reactivity because of the two p-toluenesulfonyl groups which have the dual functions of being excellent leaving groups and having a strong electron-withdrawing nature. Moreover, the use of hypervalent iodine reagents i.e., Koser’s reagent in the present protocol makes this synthesis eco-friendly in nature. A total of eleven derivatives of the product have been synthesized in moderate to good yields. The complete structural elucidation of final compounds has been achieved by employing various spectroscopic techniques (IR, 1H-NMR & 13C-NMR) and HRMS analysis.

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