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4-Aminopyrimidine libraries from the Ugi-Smiles reaction of thiouracil

Abstract : The Ugi-Smiles reaction of S-benzyl thiouracil have been exploited in several three-step sequences for the preparation of aminopyrimidine libraries with high diversity. After the 4-component coupling, oxidation of the thioether to sulfone is followed by displacement of the latter by various carbon-centered nucleophiles (cyanide, malonate, boronic acids) or amines. The efficiency of the whole sequence was further demonstrated with one-pot procedures.
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Submitted on : Thursday, April 11, 2019 - 12:14:24 PM
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Madjid Ait Sidhoum, Laurent El Kaim, Laurence Grimaud. 4-Aminopyrimidine libraries from the Ugi-Smiles reaction of thiouracil. Tetrahedron, 2018, 74 (38), pp.5222-5231. ⟨10.1016/j.tet.2018.04.058⟩. ⟨hal-02096394⟩



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