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  • 1. Lindquist, C.
    et al.
    Tedebark, U.
    Ersoy, O.
    Somfai, Peter
    KTH, Superseded Departments, Chemistry.
    Microwave-assisted coupling of carboxylic acids to a polymer bound hydrazine linker2003In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 33, no 13, p. 2257-2262Article in journal (Refereed)
    Abstract [en]

    A set of carboxylic acids, all being potential scaffolds for combinatorial chemistry or peptide synthesis, were coupled to a polymer bound aryl hydrazine linker using microwave irradiation in good yields. Improved yields and reduced reaction times were achieved by using microwave-assisted heating compared to conventional heating.

  • 2. Liu, Hai-Bin
    et al.
    Wang, Mei
    Wang, Ying
    Gu, Qiang
    Sun, Licheng
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Synthesis of 3-aryl-5-t-butylsalicylaldehydes and their chiral Schiff base compounds2007In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 37, no 19-21, p. 3815-3826Article in journal (Refereed)
    Abstract [en]

    Six meta-substituted salicylaldehyde compounds have been prepared in 68-90% yields by the Suzuki-Miyaura coupling reaction using 3-bromo-5-t-butylsalicylaldehyde (la) and arylboronic acids (2a-f) as reactants. Among the obtained products, 3-(4-fluorophenyl)-5-t-butylsalicylaldehyde (3b), 3-(4-methylphenyl)-5-t-butylsalicylaldehyde (3d), 3-(1-naphthyl)-5-t-butylsalicylaldehyde (3e), and 3-(2-naphthyl)-5-t-butylsalicylaldehyde (3f) have not been reported so far. A series of new Schiff base ligands (L1-L10) were obtained in 51-89% yields from these salicylaldehyde derivatives.

  • 3. Liu, Hai-Bin
    et al.
    Wang, Mei
    Wang, Ying
    Wang, Lin
    Sun, Licheng
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Synthesis of Tri- and Disalicylaldehydes and Their Chiral Schiff Base Compounds2010In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 40, no 7, p. 1074-1081Article in journal (Refereed)
    Abstract [en]

    A suitable procedure for convenient preparation of 1,3,5-tris(4-hydroxy-5-formylphenyl)benzene (6) was exploited via 5-bromosalicylaldehyde as starting reactant. Among the obtained products, compound 6, 4-methoxy-3-formylphenylboronic acid (9), 1,3,5-tris(4-methoxy-5-formylphenyl)benzene (10), and 4-methoxy-4'-hydroxyl-3,3'-diformyl-1,1'-diphenyl (11) had not been reported previously. Two new chiral Schiff base ligands, L1 and L2, were obtained from the tri- or disalicylaldehydes.

  • 4. Lutsenko, S.
    et al.
    Jacobsson, U.
    Moberg, Christina
    KTH, Superseded Departments, Chemistry.
    Preparation of L-threoninol and its bisoxazoline derivative2003In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 33, no 4, p. 661-666Article in journal (Refereed)
    Abstract [en]

    (R,R)-Threoninol was prepared in one step from L-threonine in 86% isolated yield. The product was regioselectively transformed into 2,2-bis[(4R,5R)-4-(hydroxymethyl)-5-methyl-1,3-oxazolin-2-yl]propane in 42% isolated yield.

  • 5. Wang, Ying
    et al.
    Wang, Mei
    Wang, Yu
    Chen, Yuee
    Sun, Licheng
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks2011In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 41, no 9, p. 1381-1393Article in journal (Refereed)
    Abstract [en]

    [image omitted] Two series of chiral Schiff bases 3a-g and 4a-g containing bromo- and iodo-functionalized hydroxynaphthalene frameworks were conveniently prepared in acceptable to moderate yields by controlled halogenation of hydroxynaphthaldehyde and then condensation of the corresponding mono-, di-, and trihalohydroxynaphthaldehyde with the chiral amino alcohol. Except for 4d, the Schiff bases 3a-g, 4a-c, and 4e-g prepared in the present work have not been reported in literature so far, and they might be used as effective chiral inducers in some asymmetrically synthetic reactions.

  • 6. Zhang, Wei
    et al.
    Liu, Jianhui
    Zhu, Hongjun
    Gao, Weiming
    Sun, Licheng
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Practical synthesis of new beta-diketone-connected bipyridine and its conversion to pyrazole-centered bipyridine ligand2007In: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 37, no 19-21, p. 3393-3402Article in journal (Refereed)
    Abstract [en]

    Two new polydentate ligands, 1-(6-hydroxymethyl-2-pyridyl)-3-(2-pyridyl)-propane-1,3-dione (6) and 1,3-bis(6-hydroxymethyl-2-pyridyl)-propane-1, 3-dione (8), have been synthesized starting from 2,6-pyridinedicarboxylic acid by conventional esterification, reduction, and condensation reactions. They were further converted to two new polydentate ligands, 3-(6-hydroxymethyl-2-pyridyl)-5-(2-pyridyl)-1H-pyrazole (7) and 3,5-bis(6-hydroxymethyl-2-pyridyl)-1H-pyrazole (9), by reaction with hydrazine hydrate. These four compounds were characterized by proton nuclear magnetic resonance (H-1 NMR), electrospray ionization-mass spectrum (ESI-MS), infrared spectrum (IR), and elemental analyses. The structure of 9 was also determined by X-ray diffraction.

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