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New 5-ylidene rhodanine derivatives based on the dispacamide A model.

Abstract : A practical approach for the preparation of ([Formula: see text]) 5-ylidene rhodanine derivatives bearing the (4,5-dihalogeno-pyrrol-2-yl)carbamoyl fragment of dispacamide A is reported. The new compounds were obtained in good yields (19-88 %) by Knoevenagel condensation according to a solution-phase microwave dielectric heating protocol in the presence of organic bases (piperidine, TEA, and AcONa) from a set of [Formula: see text]-substituted rhodanines 2(a-i). The ten synthetic products 3(a-j) have been synthesized with a [Formula: see text]-geometry about their exocyclic double bond and the structure of one of these compounds (3) was confirmed by a single X-ray diffraction analysis. The new ([Formula: see text]) 5-ylidene rhodanine derivatives 3(a-j) were tested against eight protein kinases.
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Submitted on : Tuesday, July 1, 2014 - 3:51:21 PM
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Solène Guihéneuf, Ludovic Paquin, François Carreaux, Emilie Durieu, Thierry Roisnel, et al.. New 5-ylidene rhodanine derivatives based on the dispacamide A model.. Molecular Diversity, Springer Verlag, 2014, 18 (2), pp.375-88. ⟨10.1007/s11030-014-9509-7⟩. ⟨hal-01017003⟩



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