• Title/Summary/Keyword: Substituents

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Synthesis of Anti-inflammatory 2'-Hydroxychalcone Derivatives (항염증효과를 갖는 2'-하이드록시찰콘 유도체의 합성)

  • Lee, Young-Sook;Kim, Hak-Sung
    • YAKHAK HOEJI
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    • v.55 no.5
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    • pp.367-373
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    • 2011
  • It was reported that the potency of TMMC derivatives was related to the presence of the 2'-hydroxy group on the A ring. Also, 4-dimethylamino group on the B ring lowered the anti-inflammatory potency of the chalcones. We synthesized various derivatives of 2'-hydroxy chalcones having other substituents on B ring. The synthetic derivatives showed the more potent anti-inflammatory effect, comparable to that of the TMMC derivatives reported previously.

Comparison of Stereoselectivity in the Reactions of Crotylmetal Reagents with Dicobalt Hexacarbonyl-Complexed and Uncomplexed Propynals

  • 박상규;김석인;조인호
    • Bulletin of the Korean Chemical Society
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    • v.16 no.1
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    • pp.12-16
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    • 1995
  • The diastereoselectivity of addition reaction of crotylmetal reagents to cobalt-complexed acetylenic aldehydes and metal-free aldehydes was examined. The anti-diastereomer was the predominant product when the crotyl metallics were Cr, Sn, and Zr. In THF, the uncomplexed aldehydes normally gave higher anti-diastereoselectivity. However, the cobalt-complex of silicon-substituted propynals with three bulky substituents produced increased proportions of syn-diastereomer. In DMF, the selectivity shifted towards syn-isomer except in the case of dimethylphenylsilyl substituent. When tributylstannane was used in the presence of BF3 etherate, moderate syn- selectivity was observed with uncomplexed aldehydes, but only decomposed products from complexed aldehydes.

Selective Acylation and Aminomethylation of Benzoylated Calix[4]arene

  • 남계준;김종민;국승근;이상좌
    • Bulletin of the Korean Chemical Society
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    • v.17 no.6
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    • pp.499-502
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    • 1996
  • Two different acyl substituents were introduced at the lower rim of calix[4]arene by the two step reactions. Calix[4]arenes (1) reacted with 3,5-dinitrobenzoyl chloride to yield monosubstituted calix[4]arene (2). Second substitution was achieved by the reaction of 2 with various acyl chlorides. Aminomethylation of monobenzoylated calix[4]arene was conducted successfully in the presence of secondary amine and formaldehyde.

Synthesis of Calix[4]arenes in AAAB or AABB Type Substitution at Upper Rim

  • 노광현;권경미;김종은
    • Bulletin of the Korean Chemical Society
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    • v.17 no.6
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    • pp.525-528
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    • 1996
  • Seven cali[4]arenes, having two different substituents in AAAB or AABB pattern at the upper rim of calix were synthesized by fragmentation condensation reaction of p-substituted phenol trimer (AAA) with 2,6-bishydroxymethylated 4-substituted phenol (B) or that of dimer (AA) with 2,2'-bishydroxymethylated dimer (BB). An equimolar mixture of the coupling components (trimer and monomer or dimer and dimer) was refluxed in dioxane in the presence of TiCl4to afford calix[4]arene 6 and 7 in 15-38% yield. The structure of calix[4]arenes was confirmed by elemental analysis and the 1H/13C NMR spectroscopy.

Anchimeric Assistance in the Rearrangement of Dichloro-3-methyl-1,4-oxathianes to 2-Chloromethy1 Dihydro-1,4-oxathiins

  • 한호규;최중권;남기달
    • Bulletin of the Korean Chemical Society
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    • v.19 no.10
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    • pp.1109-1112
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    • 1998
  • An anchimeric assistance of anilide in the rearrangement of dichloro-1,4-oxathaines 1 to 2-chloromethyl dihydro-1,4-oxathiins 2 is described. The inductive effect of the carbonyl group of anilide was negligible in the rearrangement. A rate of the rearrangement depended on the basicity of anilide nitrogen. A hydrogen bonding between the anilide hydrogen and an oxygen atom of those substituents make the nitrogen less basic, resulting in the slower rearrangement.

New Aminothiazolyl Cephalosporins. Synthesis and Biological Evaluation of 7-[Alkoxyiminomethyl(2-aminothiazol-4-yl)acetamido]ceph-3-em-4-carboxylic Acids

  • Koh, Hun-Yeong;Kang, Han-Young;Choi, Kyung-Il;Chang, Moon-Ho
    • Bulletin of the Korean Chemical Society
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    • v.11 no.6
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    • pp.538-542
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    • 1990
  • New aminothiazolyl cephalosporins with alkoxyiminomethyl(2-aminothiazol-4-yl)acetyl substituents at 7-position of cephems were synthesized starting from (2-aminothiazol-4-yl)acetate via one carbon homologation followed by acylation with 7-aminoceph-3-em-4-carboxylic acid derivatives. These new aminothiazolyl cephalosporins exhibit promising in vitro activities against various strains including Gram positive bacteria.

Synthesis and MNR Studies of Core-Modified, N-Confused porphyrins Possessing Alkyl Groups at the Rim Nitrogen

  • Yun, Dae Wi;Lee, Chang Hui
    • Bulletin of the Korean Chemical Society
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    • v.21 no.6
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    • pp.618-622
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    • 2000
  • The '3+1'type condensation of 16-thiatripyrromethane with $N-alkyl-24-bis[(\alpha+hydroxy-\alpha-phenyl)methyl]pvrole$, in the presence of acid catalyst afforded core-modified, N-confused porphyrins bearing alkyl groups at the rim nitrogen. The proton NMR spectra indicate that the bulkiness of the N-alkyl substituents is somewhat relatedwith the tiltedness of the inverted pyrrole ring. The changes in chemical shift of inner methine protons depending on the N-alkyl group and protonation site is discussed.

Mechanism Studies on the CSI Reaction with Allyl Ethers by Varying p-Substituent

  • Jung, Young-Hoon;Kim, Ji-Duck
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.667-678
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    • 2003
  • We examined the effect of p-substituents in p-substituted cinnamyl methyl ethers and 1-(p-substituted phenyl)allyl methyl ethers with CSI, and confirmed that the CSI reaction of allyl ethers (p-substituted ethers) is a competitive reaction of $S_Ni{\;}and{\;}S_N1$ mechanism according to the stability of the carbocation. And, the only terminal allylic amine was obtained through the migration reaction in thermodynamic reaction condition.