Diversified upgrading of HMF via acetylation, aldol condensation, carboxymethylation, vinylation and reductive amination reactions
نویسندگان
چکیده
Multiple sustainable methodologies were developed for the chemical upgrading of HMF: i) at 30–90 °C, highly selective base-catalyzed acetylation and carboxymethylation reactions HMF with nontoxic reagents as isopropenyl acetate (iPAc) dimethyl carbonate (DMC) achieved to prepare corresponding ester products, (5-formylfuran-2-yl)methyl (5-formylfuran-2-yl) methyl carbonate, respectively; ii) based on combined use iPAc/DMC acetone, a tandem protocol acetylation/transcarbonation aldol condensation was designed synthesize variety HMF-derived ?,?-unsaturated carbonyl compounds; iii) in water solvent, chemoselective Pd-catalysed reductive amination amino-alcohols also including glycerol derivatives, using H2 atmospheric pressure; iv) finally, both its products successfully underwent Wittig vinylation promoted by phosphonium salt ( [Ph3PCH3] [CH3OCO2]), obtain olefins. The reagent (the salt) DMC derivative. In all cases i-iv), not only processes occurred under mild conditions, but post-reaction procedures (work-up purification) optimized isolate final high yields 85–98%.
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ژورنال
عنوان ژورنال: Molecular Catalysis
سال: 2021
ISSN: ['2522-5081', '2522-509X']
DOI: https://doi.org/10.1016/j.mcat.2021.111838