Synthèse d'amino thiophènes, sélénophènes, thiazoles : application à la synthèse d'analogues hétérocycliques de la Tacrine

Abstract : We have continued and extended a previous research about 3-aminothiophenes. From b-chloroacrylonitriles, we prepared new 3-amino-2-cyano thiophenes et selenophenes thanks a one-pot-threee-steps procedure. Used with other reagents, this method allows the access to new 7-hydroxythieno [3,2-b] pyridin-5 (4H)-ones and 3-amino-2-nitrothiophenes and selenophenes. By an other hand, we modified thr synthesis of 3-aminothiophenes from ketene dithioacetals to obtain new 3-amino-4-cyanothiophenes. from cyanamide, we used this new method to prepare 4-amino-5cyano [1,3] thiazoles in two steps. Tarcine, sold under the name Cognex, was the first drug used in United States fo fight Alzheimer Disease. Our objective is to prepare new heterocyclic analogues of tarcine from the heterocyclic analogues of anthranilonitrile. We hope to have the same activity of Tarcine avoiding side effects.
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David Thomae. Synthèse d'amino thiophènes, sélénophènes, thiazoles : application à la synthèse d'analogues hétérocycliques de la Tacrine. Médecine humaine et pathologie. Université Paul Verlaine - Metz, 2008. Français. ⟨NNT : 2008METZ022S⟩. ⟨tel-01752590⟩

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