Title of article :
A Facile and Efficient Synthesis of 3,5-Disubstituted Tetronic Acids in Aqueous Media Involving Acid-Catalyzed Intramolecular Oxa-Pyridylethylation
Author/Authors :
Pan، Wei نويسنده , , Liu، Jun نويسنده , , Liu، Xiang-Qun نويسنده , , Dong، Dewen نويسنده , , Bi، Xihe نويسنده , , Zhao، Yi-Lei نويسنده , , Sun، Shaoguang نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2005
Abstract :
A facile and efficient one-pot synthesis of 3-[bis(alkylthio/alkylamino)methylene]-5-(pyridyl/quinoylmethyl) furan-2,4 (3H,5H)-diones 3 and 10, based on a sequential aldol condensation and lactonization reaction between (alpha)-oxo ketene-S,Sacetals 1 and pyridine/qinoline-carboxaldehydes 2 in aqueous media, has been developed. A mechanism involving an acidcatalyzed intramolecular oxa-pyridylethylation reaction is proposed for the formation of the lactone ring.
Keywords :
tetronic acid derivatives , aqueous media , oxa-pyridylethylation , (alpha)-oxo ketene-N,N-acetals , (alpha)-oxo ketene-S,S-acetals