S. Dahmen et S. Brase, A novel solid-phase synthesis of highly diverse guanidines: Reactions of primary amines attached to the T2*linker, ORG LETT, 2(23), 2000, pp. 3563-3565
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The reaction of primary amines with the T2* diazonium resin generates polym
er-bound triazenes, which can in turn be acylated by the addition of isothi
ocyanate. The formed thioureas are readily transformed into the correspondi
ng guanidines by the reaction with amines in the presence of mercury(II) ox
ide, tosyl chloride, or silver nitrate. This reaction sequence furnishes tr
isubstituted guanidines that are potentially useful pharmacophores.