A practical method for the synthesis of 3(2H)-furanones including the bullatenone was described. Intramolecular cyclization of 4-hydroxyalkynones in the presence of KOH affords the biologically potent furanones in moderate-to-good yield at room temperature. Synthesis of 4-hydroxyalkynones from the reaction of acid chloride and terminal alkyne in the presence of copper iodide at room temperature was also reported. Graphical abstract Keywords 3(2H)-furanones 4-Hydroxyalkynone Annulation Cu-catalysis Bullatenone Introduction albicans and Cladosporium resinae belong to this 3(2H)- furanone class . Other compounds having this subunit The 3(2H)-furanone ring system (Fig. 1) is an interesting also show wide spectrum of biological properties, includ- class of heterocyclic core that constitutes the central ring of ing antiproliferative , antiulcer , antiallergic , many of the natural products isolated from a variety of selective COX-2 inhibition , and selective MAO-B sources like sponges, algae, animals, plants, and insects inhibition activities . [1–4]. Jatrophone, eremantholides, geiparvarin, and parvi- Synthetic approaches to the 3(2H)-furanone ring system ﬂoranine A are some of the natural products of this class which vary in their degree of ﬂexibility have been inves- that show potent anti-tumor activity [5–7]. The biological tigated by several groups. In 1971, Margaretha  property
Monatshefte für Chemie - Chemical Monthly – Springer Journals
Published: Feb 15, 2018
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