• Title/Summary/Keyword: Syntheses

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The Syntheses of 3-Substituted 4-(Pyridin-2-ylthio)indoles via Leimgruber-Batcho Indole Synthesis

  • Srisook, Ekaruth;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.895-899
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    • 2004
  • We have designed a new family of radioligands, 3-(amino- and hydroxymethyl)-4-(5-iodopyridin-2-ylthio)indoles, combining characteristically distinct moieties proven to impart successful binding ability in a variety of structurally diverse selective serotonin reuptake inhibitors recently published. Described in this article are the syntheses of 3-substituted 4-(5-iodopyridin-2-ylthio)-indoles, featuring successful adaptation of the modified Leimgruber-Batcho indole synthesis onto the key intermediate 1-(5-iodopyridin-2-ylthio)-2-methyl-3-nitrobenzene (6) prepared from the nucleophilic aromatic substitution of chloropyridine 7 with thiophenol 8.

Facile Syntheses of Metal-organic Framework Cu3(BTC)2(H2O)3 under Ultrasound

  • Khan, Nazmul Abedin;Jhung, Sung-Hwa
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.2921-2926
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    • 2009
  • Cu-BTC[$Cu_3(BTC)_2(H_2O)_3$, BTC = 1,3,5-benzenetricarboxylate], one of the most well-known metal-organic framework materials (MOF), has been synthesized under atmospheric pressure and room temperature by using ultrasound. The Cu-BTC can be obtained in 1 min in the presence of DMF (N,N-dimethylformamide), suggesting the possibility of continuous production of Cu-BTC. Moreover, the surface area and pore volume show that the concentration of DMF is important for the synthesis of Cu-BTC having high porosity. The morphology and phase also depend on the concentration of DMF : Cu-BTC cannot be obtained at room temperature in the absence of DMF and aggregated Cu-BTC (with low surface area) is produced in the presence of high concentration of DMF. It seems that the deprotonation of benzenetricarboxylic acid by base (such as DMF) is inevitable for the room temperature syntheses.

Facile Syntheses of Modified Tripyrranes and Their Application to the Syntheses fo Regioisomerically Pure Porphyrin Derivatives

  • 허필연;이창희
    • Bulletin of the Korean Chemical Society
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    • v.17 no.6
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    • pp.515-520
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    • 1996
  • Simple conditions were discovered to afford tripyrranes by reaction of 2,5-bis(α-hydroxymethyl)furan or 2,5-bis(α-hydroxy-α-phenylmethyl)thiophene with excess pyrrole in the presence of acid catalyst. Stepwise synthesis of porphyrins with core-ligand modification and synthesis of meso-tetraarylporphyrins bearing two different substituents in cis orientation have developed as building blocks for the various porphyrin-based model systems. Consequently, 21-thia-23-oxa-10,15-diphenylporphyrin (28), 21-oxa-10,15-diphenylporphyrin (29) and 21-oxa-23-carba-12-aza-10,15-diphenylporphyrin (30) were synthesized by acid-catalyzed [3+1] condensation between tripyrranes and 2,5-bis(α-hydroxymethyl)pyrrole or 2,5-bis(α-hydroxy-α-phenylmethyl)thiophene. The synthetic pathway described here gave regioisomerically pure porphyrins and thus overcame the synthetic problems associated with separation and purification of regioisomeric mixture.

Syntheses and Reactivites with Olefins of Ruthenium(IV) Oxo/Ruthenium(II)-Aqua Complexes that Contain 2,6-Bis(N-pyrazolylpyridine)

  • Jo, Du-Hwan;Yeo, Hwan-Jin
    • Bulletin of the Korean Chemical Society
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    • v.14 no.6
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    • pp.682-686
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    • 1993
  • The syntheses and reactivities with olefins of $[Ru^{II}(L_3)(L_2)OH_2]^{2+}$ $[L_3$= 2,6-bis(N-pyrazolyl)pyridine(bpp), 2,6-bis(3,5-dimethyl-N-pyrazolyl)pyridine $(Me_4bpp);\;L_2$= 2,2'-bipyridine(bpy), 4,4'-dimethyl-2,2'-bipyridine $(Me_2bpy)$] are described. Their spectral and redox properties in aqueous solution were investigated. Evidence for each one electron redox process for the $Ru^{IV}-Ru^{III}$ and $Ru^{III}-Ru^{II}$ couples has been obtained. Oxidation of $[Ru^{II}(bpp)(bpy)OH_2]^{2+}$ with $Ce^{IV}$ gave $[Ru^{IV}(bpp)(bpy)O]^{2+}$. The $[Ru^{IV}$= 0 complex is paramagnetic $({\mu}_{eff}=2.82)$ and the complexes $[Ru(L_3)(L_2)OH_2]^{2+}$ are robust catalysts for the oxidation of styrene, cyclohexene, and cyclooctene with cooxidant such as NaOCl. Product distributions and selectivities are discussed by varying the number of the substituted-methyl group in the ring.

Syntheses of Morindaparvin A and Its Derivatives

  • Rho, Young-S.;Park, Si-Ho;Kim, Sung-Lyeol;Yun, Yeo-Keun;Cho, In-Ho;Kang, Heun-Soo
    • Bulletin of the Korean Chemical Society
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    • v.15 no.5
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    • pp.360-364
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    • 1994
  • A general route for convergent syntheses of morindaparvin derivatives with 1,2-methylene-dioxyanthraquinone pattern is described. The anion of 2-methoxycyclohexanone (3), generated with lithium cyclohexylisopropylamine at -78 $^{\circ}C$, was sulfenylated with phenyl phenylthiosulfonate followed by elimination to afford ${\alpha},\;{\beta}$ -unsaturated carbonyl system 8. 6-Methoxy-2-cyclohexen-l-one (8) was condensed with the four phthalide sulfones derivatives 10a-d, to provide morindaparvin derivatives, 1a-d.