Korea University · 工学
Professor Kwang Ho Song's research lab specializes in sustainable organic synthesis and catalytic transformations, with a strong focus on developing efficient, metal-catalyzed and metal-free methods for C–S, C–N, and C–C bond formation. The lab explores innovative three-component reactions and multistep processes using earth-abundant catalysts or metal-free conditions, emphasizing atom economy, functional group tolerance, and mild reaction conditions. A key research direction involves the valorization of renewable biomass-derived feedstocks, such as formic acid from lignocellulosic biomass, for sustainable hydrogen production. The lab also investigates the use of sulfur sources and amidation strategies for the synthesis of biologically and synthetically valuable heterocycles and amides.
Figures are computed from collected data and may differ slightly.
Abstract Copper‐catalyzed one‐pot three‐component reactions of 2‐iodoanilines, aldehydes, and NaSH · n H 2 O afford benzothiazoles in good yields. When CuCl was employed as a catalyst in the absence of a ligand, a variety of aromatic aldehydes and substituted 2‐iodoanilines reacted with NaSH · n H 2 O to produce the corresponding 2‐arylbenzothiazoles in 70–98 % yields. The copper catalyst plays a key role in C–S bond formation between NaSH · n H 2 O and the aryl iodide that was formed from the c
Abstract Alkynyl amides were synthesized from a palladium‐catalyzed coupling reaction of alkynyl carboxylic acids and amines under carbon monoxide. The reaction was conducted with palladium(II) acetate (5 mol‐%) and silver(I) oxide (1.0 equiv.) in acetonitrile at 80 °C for 1 h. This method provides good to moderate product yields and good functional group tolerance towards ketone, ester, and nitrile groups.
Hydrogen production from renewable resources, such as lignocellulosic biomass, is highly desired, under the most sustainable and mildest reaction conditions. In this study, a new sustainable three-step process for the production of hydrogen has been proposed. In the first step, a crude formic acid (CF) solution, which included typical reaction byproducts, in particular, acetic acid, levulinic acid, saccharides, 5-hydroxymethylfurfural, furfural, and lignin, was obtained through the combined hydr
Abstract The three‐component reaction of aryl halides, sodium sulfide pentahydrate (Na 2 S⋅5 H 2 O), and propiolic acid in the presence of 2.5% bis(triphenylphosphine)palladium chloride [Pd(PPh 3 ) 2 Cl 2 ], 5% 1,4‐bis(diphenylphosphino)butane (dppb) and 2 equivalents of 1,8‐diazabicycloundec‐7‐ene (DBU) produces stereoselectively ( Z )‐3‐arylthioacrylic acids in good yields. A study of the reaction pathway suggested that the CS bond formation between aryl halides and Na 2 S⋅5 H 2 O proceeded f
Aryl sulfonyl hydrazide reacted with aryl iodide in the presence of CO to give the corresponding <italic>S</italic>-aryl thioesters.
Abstract A metal‐free transamidation of primary amides was developed. Trimethylsilyl chloride (TMSCl) acted as the activator in transamidation. In the presence of TMSCl, primary amides reacted with primary amines to yield transamidated secondary amides in NMP solvent. The transamidation of benzamide with secondary amines for the formation of tertiary amides succeeds in an NMP/CHCl 3 solvent mixture.
Polystyrene-based polymers with variable molecular weights are prepared by radical polymerization of styrene. Polystyrene is grafted with bromo-alkyl chains of different lengths through Friedel-Crafts acylation and quaternized to afford a series of hydroxide-ion-conducting ionomers for the catalyst binder for the membrane electrode assembly in anion-exchange membrane fuel cells (AEMFCs). Structural analyses reveal that the molecular weight of the polystyrene backbone ranges from 10,000 to 63,000
The synthesis of vinyl sulfone derivatives <i>via</i> the reaction of arylpropiolic acids, K<sub>2</sub>S<sub>2</sub>O<sub>5</sub>, and aryl boronic acids is reported. The CuBr<sub>2</sub>/1,10-phenanthroline catalytic system in the presence of acetic acid provides the desired vinyl sulfones in moderate to good yield. Furthermore, the methodology features excellent functional group tolerance.
Abstract Amides, such as N ‐benzoylsaccharin, N,N ‐diBocbenzamide, and N ‐phenyl‐ N ‐tosylbenzamides reacted with Et 3 N⋅3HF to provide the corresponding acyl fluorides in good yields. The reaction was conducted under environmentally friendly conditions using i ‐PrOAc as the solvent. Moreover, the reaction was performed at room temperature and did not require a transition‐metal catalyst or additives. The methodology showed functional group tolerance toward amines, alkoxy, halides, ketones, ester
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