α-Hydroxy amides are an essential class of compounds found in natural products and bioactive molecules of drug candidates. Herein we report a facile and direct approach to these compounds through oxalic acid decarbonylation/decarboxylation during the Passerini three-component reaction (P-3CR) under solvent-free conditions with microwave heating. This very convenient methodology provides the title compounds through a possible concerted intramolecular decarbonylation/ decarboxylation from the α-acyloxy amide intermediate.
Herein, we report the multicomponent synthesis of pyrido[2,3‐d]pyrimidine derivatives from 6‐aminouracil, aromatic aldehydes, and malononitrile in glycerol as a green solvent under microwave heating. This methodology shows several advantages: catalyst‐free synthesis, up to 90% yield, operational simplicity, short reaction times, easy work‐up procedure, and a greener approach compared with other methods reported in the literature.
Eight new sulfide-based cyclic peptidomimetic analogues of solonamides A and B have been synthesized via solid-phase peptide synthesis and SN2’ reaction on a Morita–Baylis–Hillman (MBH) residue introduced at the N-terminal of a tetrapeptide. This last step takes advantage of the electrophilic feature of the MBH residue and represents a new cyclization strategy occurring. The analogues were prepared in moderate overall yields and did not show toxic effects on Staphylococcus aureus growth and were not toxic to human fibroblasts. Two of them inhibited the hemolytic activity of S. aureus, suggesting an interfering action in the bacterial quorum sensing similar to the one already reported for solonamides.
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