Experimental study demonstrates the synthesis and cross-coupling reactivity of novel 9-activated 4,5-dimethoxyacridine derivatives, highlighting their utility as versatile drug and dye precursors.
9-Substituted-4,5-bifunctionalized acridines are common subunits of numerous drugs and fluorescent dyes, thus studies were carried out on a series of their potential precursors from the aspect of preparation, reactivity, chemical stability and potential applications. The syntheses of the new 9-fluoro-, 9-triflate and 9-lithiated derivatives of 4,5-dimethoxyacridine were reported. All the new intermediates supplemented with the recently synthetized 9-haloacridine analogues were compared and their applicability was discussed. The reactivity of the studied acridino-precursors was tested by using them as starting materials in Suzuki-Miyaura and Kharasch type cross-couplings as well as in Li-organic reactions.
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Vezse et al. (2024) studied this question.
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