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Oxidation of 2, 4-alkadienoic esters with selenium dioxide. A new synthesis of furans and selenophenes

…, S Mimura, S Ono, K Watanabe, A Takeda

文献索引:Tsuboi, Sadao; Mimura, Shigetoshi; Ono, Shin-ichiro; Watanabe, Kenji; Takeda, Akira Bulletin of the Chemical Society of Japan, 1987 ,  vol. 60, p. 1807 - 1812

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被引用次数: 13

摘要

Direct oxidation of 2, 4-alkadienoic esters with selenium dioxide gave 5-alkyl-2- furancarboxylic esters along with 5-alkyl-2-selenophenecarboxylic esters. Ethyl 5- methylfurancarboxylate was converted to 5-hydroxymethyl-2-furancarbaldehyde, a component of honey, via ethyl 5-bromomethyl-2-furancarboxylate (5) in good yield. The compound 5 was converted to (5-ethoxycarbonyl-2-furyl) methyl dimethyldithiocarbamate ...