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Synthèse des pyrimidinones, des 1,3-thiazolidin-4-ones et des thiéno [3,2-d] [1,3] thiazoles à partir d'analogues thiophéniques d'acide anthranilique

Abstract : We prepared thiophene analogues of anthranilic acid starting either from ?-chloroacrylonitrile followed (by condensation and cyclisation) or from ketone derivatives (Gewald?s method).Acces to b-substituted b-chloroacrylonitriles was done using a pathway developed in the laboratory.Those o-amino ester compounds allowed the synthesis of condensed thiophenes like thiopyrimidinones via with chloroformamide hydrochloride, lactams or o-phenylenediamine.Saponification followed by decarboxylation of the same o-amino ester thiophenes led to 3-NH2-thiophenes. Conversation in 2-Cl-N-3-thienyl acetamids, isothiocyanates and N-3-thienyl thiouea and their subsequent transformation gave new heterocyclic scaffold: 1,3-thiozolidinones and thieno[3,2-d][1,3]thiazoles.
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Ismail Abdillahi. Synthèse des pyrimidinones, des 1,3-thiazolidin-4-ones et des thiéno [3,2-d] [1,3] thiazoles à partir d'analogues thiophéniques d'acide anthranilique. Autre. Université Paul Verlaine - Metz, 2011. Français. ⟨NNT : 2011METZ003S⟩. ⟨tel-01752974⟩

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