66357-60-6Relevant articles and documents
Building blocks from sugars. Part 23. Hydrophilic 3-pyridinols from fructose and isomaltulose
Mueller, Christoph,Diehl, Volker,Lichtenthaler, Frieder W.
, p. 10703 - 10712 (1998)
Brief exposure to bromine in water-methanol at 0 °C smoothly and effectively converts furfurylamines with hydroxymethyl (5) or glucosyloxymethyl substituents (16) into the respective 6-substituted 3- pyridinols 9 and 19, whereas the N-methyl-furfurylamines 10 and 17 elaborate the N-methyl-pyridinium betaines 13 and 22. Combination of this multistep one-pot reaction with the large scale-feasible generation of hydroxymethylfurfural (4) from D-fructose and its O-glucosyl analog 15 from isomaltulose, together with their ready conversion into furfurylamines by reductive amination, opens up a preparatively satisfactory, 3-step 'reaction channel' from inexpensive sugars to hydrophilic 3-pyridinols, of interest as intermediate chemicals for drugs of the pyridostigmine type and agrochemicals.
Reductive Amination, Hydrogenation and Hydrodeoxygenation of 5-Hydroxymethylfurfural using Silica-supported Cobalt- Nanoparticles
Chandrashekhar, Vishwas G.,Natte, Kishore,Alenad, Asma M.,Alshammari, Ahmad S.,Kreyenschulte, Carsten,Jagadeesh, Rajenahally V.
, (2021/11/30)
Efficient and selective conversion of renewable feedstocks to essential chemicals and fuels applying green and sustainable catalytic processes is of central importance and attracts scientific interest. Among different biomass-based feedstocks, 5-hydroxymethylfurfural (HMF) represents valuable platform compound widely used for the synthesis of valuable chemicals, fuels, and polymers. Here we report cobalt nanoparticles catalyzed reductive amination, hydrogenation and hydrodeoxygenation of HMF to produce furan based primary, secondary and tertiary amines including N-methylamines as well as 2,5-bis(hydroxymethyl)furan, (5-methylfuran-2-yl)methanol and selected N-, O-, and S-containing heterocycles. Key to success for this HMF valorization is the use of reusable silica supported cobalt-based nanoparticles, which have been prepared by the immobilization and pyrolysis of Co-terephthalic acid-piperazine MOF template on silica.
