Green and efficient synthesis of functionalized 3-amino-2-oxofuranes using trityl chloride
Journal: Iranian Chemical Communication (Vol.5, No. 4)Publication Date: 2017-10-01
Authors : Seyed Sajad Sajadikhah; Mahboubeh Zarei;
Page : 436-441
Keywords : Heterocycle; 3-amino-2-oxofurane; trityl chloride; dialkyl acetylenedicarboxylate;
Abstract
Extremely facile and efficient procedure has been developed for the synthesis of alkyl 2,5-dihydro-2-oxo-5-aryl-3-(arylamino) furan-4-carboxylate in the presence of trityl chloride (TrCl) as an organic catalyst in ethanol at ambient temperature. One-pot three-component reaction of aromatic amines, dimethyl and/or diethyl acetylenedicarboxylates and aryl aldehydes offorded the corossponding 3-amino-2-oxofurane derivatives in good to high yields. The presented method offers several advantages such as green and mild conditions, simplicity of operation, non-toxicity of the catalyst and high atom economy. Moreover, the products were obtained through simple filtering and no need to column chromatography, which reduces the waste as well as environmental pollutions.
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