7 research outputs found

    Synthesis of novel Glycoconjugates derived from Alkynyl heterocycles through a click approach

    Get PDF
    Accepted author version posted online: 05 Jun 2012The synthesis of a series of novel 1,4-disubstituted 1,2,3-triazole compounds bearing a D-glucose derivative and an heteroaromatic system is described. Alkylation of isatin, 3-methyl-carbazole and one tetrahydro-gamma-carboline with propargyl bromide gave their N-propargyl derivatives in good yields. These compounds further reacted with acetylated D-glucose with the azide group in position 1, to give three final products and with peracetylated 6-azido-6-deoxy-alpha-D-methylglucoside giving the corresponding derivative of tetrahydro-gamma-carboline.FCT (Fundação para a CiĂȘncia e Tecnologia) and FEDE

    (Ultra)fast catalyst-free macromolecular conjugation in aqueous environment at ambient temperature

    No full text
    Tailor-made water-soluble macromolecules, including a glycopolymer, obtained by living/controlled RAFT-mediated polymerization are demonstrated to react in water with diene-functionalized poly(ethylene glycol)s without pre- or post-functionalization steps or the need for a catalyst at ambient temperature. As previously observed in organic solvents, hetero-Diels-Alder (HDA) conjugations reached quantitative conversion within minutes when cyclopentadienyl moieties were involved. However, while catalysts and elevated temperatures were previously necessary for open-chain diene conjugation, additive-free HDA cycloadditions occur in water within a few hours at ambient temperature. Experimental evidence for efficient conjugations is provided via unambiguous ESI-MS, UV/vis, NMR, and SEC data

    Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles

    No full text
    corecore