1708-41-4Relevant articles and documents
An Efficient Method for the Acetalization of α,β-Unsaturated Aldehydes
Lu, Ta-Jung,Yang, Jyh-Ferng,Sheu, Lij-Jyi
, p. 2931 - 2934 (1995)
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New efficient Synthesis of Furanoacetylene Phytoalexins Wyerone and Dihydrowyerone
Delamarche, Isabelle,Mosset, Paul
, p. 2465 - 2468 (1993)
Furanoacetylene phytoalexins wyerone 1a and dihydrowyerone 1b were efficiently synthesized in multigram quantities starting from furfural.The key step involved an acylation by acetylenic N-methoxy-N-methylamides 3a,b. Key words: Phytoalexins, dihydrowyerone, wyerone, N-methoxy-N-methylamides.
Synthesis of amides and esters containing furan rings under microwave-assisted conditions
Janczewski, ?ukasz,Zieliński, Dariusz,Kolesińska, Beata
, p. 265 - 280 (2021/03/17)
In this work, we present a novel method for the synthesis of ester and amide derivatives containing furan rings (furfural derivatives) under mild synthetic conditions supported by microwave radiation. N-(Furan-2-ylmethyl)furan-2-carboxamide and furan-2-ylmethyl furan-2-carboxylate were produced using 2-furoic acid, furfurylamine, and furfuryl alcohol. The reactions were carried out in a microwave reactor in the presence of effective coupling reagents: DMT/NMM/TsO? or EDC. The reaction time, the solvent, and the amounts of the substrates were optimized. After crystallization or flash chromatography, the final compounds were isolated with good or very good yields. Our method allows for the synthesis of N-blocked amides using N-blocked amino acids (Boc, Cbz, Fmoc) and amine. As well as compounds with a monoamide and ester moiety, products with diamides and diester bonds (N,N-bis(furan-2-ylmethyl) furan-2,5-dicarboxamide, bis(furan-2-ylmethyl) furan-2,5dicarboxylate, and furan-3,4-diylbis(methylene) bis(furan-2-carboxylate)) were synthesized with moderate yields in the presence of DMT/NMM/TsO– or EDC, using 2,5-furan-dicarboxylic acid and 3,4-bis(hydroxymethyl)furan as substrates.
Zeolite-catalyzed acetalization reaction of furfural with alcohol under solvent-free conditions
Jin, Fuxiang,Liu, Hailong,Liu, Qiao,Song, Heyuan
, (2021/08/09)
Acetalization reactions present a viable method for producing valuable chemicals and protecting carbonyl functionalities in organic compounds. Herein, several commercial zeolites were used as solid acid catalysts in the acetalization of biomass-derived furfural with alcohols under solvent-free conditions. The effects of major reaction parameters such as catalyst concentration, reaction temperature, and reaction time were investigated. Among the tested catalysts, SAPO-34 with appropriate acid sites and textural structure exhibited the highest catalytic activity under optimized reaction conditions. Additionally, the catalyst showed excellent recyclability and no obvious deactivation was observed even after using it six times.