Synthesis and antimicrobial/cytotoxic assessment of ferrocenyl oxazinanes, oxazinan-2-ones, and tetrahydropyrimidin-2-ones

Abstract

© Georg Thieme Verlag. Abstract 3-Arylamino-1-ferrocenylpropan-1-ones, prepared through aza-Michael addition of aromatic amines to 1-ferrocenylpropenone, were transformed into the corresponding 1,3-amino alcohols upon NaBH4-mediated carbonyl reduction. The latter amino alcohols were deployed as eligible substrates for the synthesis of a variety of ferrocene-containing heterocycles including 1,3-oxazinanes, 1,3-oxazinan-2-ones, and tetrahydropyrimidin-2-ones, which were subsequently evaluated for their antimicrobial and cytotoxic activities.