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

作者：Guiheneuf Solene; Paquin Ludovic; Carreaux Francois; Durieu Emilie; Roisnel Thierry; Meijer Laurent; Bazureau Jean Pierre^*

来源：Molecular Diversity, 2014, 18(2): 375-388.

DOI：10.1007/s11030-014-9509-7

• Rhodanine
• 5-Ylidene rhodanine
• Knoevenagel condensation
• Microwave condensation
• 2-Thioxo-imidazoline-4-one
• Kinase

A practical approach for the preparation of () 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 -substituted rhodanines 2(a-i). The ten synthetic products 3(a-j) have been synthesized with a -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 () 5-ylidene rhodanine derivatives 3(a-j) were tested against eight protein kinases.

• 出版日期2014-5