Direct 2(5H)-furanone annulation produces promising cross-coupling partners incorporating mor p-bromoand p-tosyloxyphenyl groups into the 5-position of a notable 2(5H)furanone pharmacore. The present one-pot annulation method involves two distinctive reactions: (i) a powerful and crossed Ti-direct aldol addition and (ii) an acid-induced characteristic cyclocondensation, leading to 2(5H)-furanon...

An efficient and rapid method for the synthesis of 3,4,5-substituted furan-2 (5H)-ones has been achieved through a three-component reaction of aniline, dialkyl acetylenedicarboxylate, and aromatic aldehydes using nano-colloidal silica-tethered polyhedral oligomeric silsesquioxanes with eight branches of 3-aminopropyltriethoxysilane (nano-colloidal silica @APTPOSS) as a superior catalyst under m...

3-Benzyl-furan-2(5H)-one (2a) and 3-(4-bromobenzyl)-furan-2(5H)-one (2b) were treated with TBDMSOTf and converted into the corresponding tert-butyldimethyl-silylfuran ethers. These furans were further condensed with several aromatic aldehydes affording compounds 5-14 with general 3-benzyl-5-arylidene-furan-2(5H)-one structures in 31% to 98% yields. Such compounds are analogues of the naturally ...

The diastereospecific formation of δ-hydroxyalkylbutenolide phosphonate has been achieved via a vinylogous Mukaiyama aldol reaction. The reaction was performed using α-ketophosphonate 1 and 2-(trimethylsilyloxy)furan 2 mediated by Cu(OTf)(2) and 2,2,2-trifluoroethanol as additive in CH(2)Cl(2). The reaction proceeds rapidly and affords the corresponding 5-(hydroxy(aryl)methyl) furan-2(5H)-one p...

Two new a,b-unsaturated butyrolactone derivatives, 4-(400-hydroxybenzyl)-3-(30-hydroxy-phenethyl)furan-2(5H)-one (1) and 3-(30-hydroxyphenethyl)furan-2(5H)-one (2), together with one known phenolic compound (3), were isolated from the tubers of Pleione bulbocodioides (Franch.) Rolfe. Their structures were elucidated by analysis of spectroscopic data. # 2007 Wen Yuan Gao. Published by Elsevier B...

Two new polyketides, myrothecol (1) and 5-hydroxy-3-methyl-4-(1-hydroxylethyl)-furan-2(5H)-one (2), were isolated from the fermentation broth of the halotolerant fungus Myrothecium sp. GS-17 along with three known compounds, 5-hydroxyl-3-[(1S)-1-hydroxyethyl]-4-methylfuran-2(5H)-one (3), 3,5-dimethyl-4- hydroxylmethyl-5-methoxyfuran-2(5H)-one (4), and 3,5-dimethyl-4-hydroxymethyl-5- hydroxyfura...

Maltose as an efficient, available, cheap and eco-friendly catalyst has been applied for the synthesis of 3,4,5-substituted furan-2(5H)one derivatives via a one-pot three-component reaction of arylamines, aromatic aldehydes and dialkyl acetylenedicarboxylates in water. This method has notable advantages in terms of simple workup, no need for column chromatography, short reaction time and high y...