• 제목/요약/키워드: Ring transformation reaction

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Synthesis of Phenolbetaine Derivatives : Introduction of Functional Groups to C-ring and Chemical Transformation of BC-ring of Protoberberine (페놀베타인 유도체합성 : 프로토베르베린에서 C-환의 관능기도입 및 BC-환의 화학적 변환)

  • Woo, Seong-Ju;Hwang, Soon-Ho;Park, Yea-Jin;Hong, You-Hwa;Lee, Ma-Se;Kim, In-Jong;Kim, Sin-Kyu
    • YAKHAK HOEJI
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    • v.40 no.6
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    • pp.621-624
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    • 1996
  • Betaine was treated with hydrochloric acid and then with sodium borohydride to give a hydroxy compound 2. The reaction of 2 with thionyl chloride followed by thiourea led a comp ound 5. Oxidation of compound 2 with pyridinium dichromate(PDC) and succesive treatment with Lawesson's reagent also afforded the same compound 5. Cleavage of N-C14 bond compound of 7 was carried out via two reaction sequence from the compound 4. Finally, compound 10 was sythesized by a series of transformations from the compound 4.

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오존에 의한 토양유기물질의 구조적 변화 특성

  • 정해룡;배기진;최희철
    • Proceedings of the Korean Society of Soil and Groundwater Environment Conference
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    • 2001.04a
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    • pp.45-48
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    • 2001
  • The packed column experiments were conducted with a field soil, collected directly from the aquifer located at Bonchon industrial complex in K-city in order to characterize SOM reaction with ozone and to delineate the transformation of water soluble SOM after ozonation. As reaction time increased, water soluble organic matter increased, and this organic matter was in the range of 500∼1000 dalton. pH of extractants decreased with the increase of ozonation time. This Is because aromtic compounds in SOM were oxidized and carboxylic acid groups were formed. From the FT-IR spectra, the content of carboxylate increased as ozone injection time increased and hydroxyl group, which represents phenolic and alcoholic hydroxyl groups decreased. This is because oxidative ring fission formed carboxyl acid groups. This result provides a good agreement with pH decrease.

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Synthesis of Novel 1,2-Diazepino[3,4-b]quinoxaline and Pyridazino[3,4-b]quinoxaline Derivatives (새로운 1,2-Diazepino[3,4-b]quinoxaline과 Pyridazino[3,4-b]quinoxaline)

  • Kim, Ho Sik;Jeong, Geuk
    • Journal of the Korean Chemical Society
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    • v.43 no.3
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    • pp.302-306
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    • 1999
  • The 1,3-dipolar cycloaddition reaction of the quinoxaline 4-oxide 10 with 2-chloroacrylonitrile gave the 2,3-dihydro-lH-1,2-diazepino[3,4-blquinoxalines lla, b, respectively, which were converted into the 2,3,4,6-tetrahydro-lH-l,2-diazepino[3,4-b]quinoxaline 12. The reaction of compound lla with selenium dioxide in acetic acid/water resulted in ring transformation to give the 1,4-dihydro-4-oxopyridazino[3,4-blquinoxaline 13.

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A Selective Synthesis of Isoxazolo[2,3-${\alpha}$]quinoxalines and Pyrrolo[1,2-${\alpha}$]quinoxalines by 1,3-Dipolar Cycloaddition Reaction (1,3-쌍극성 고리화 첨가반응에 의한 Isoxazolo[2,3-${\alpha}$]quinoxaline류와 Pyrrolo[1,2-${\alpha}$]quinoxaline류의 선택적인 합성)

  • Kim Ho Sik;Nam Soon Hwa;Kurasawa Yoshihisa
    • Journal of the Korean Chemical Society
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    • v.34 no.5
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    • pp.469-475
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    • 1990
  • The reaction of 2,6-dichloroquinoxaline (13) with m-chloroperbenzoic acid gave 2,6-dichloroquinoxaline 4-oxide (14), whose reaction with pyrrolidine or indoline provided 2-substituted 6-chloroquinoxaline 4-oxides (15). The isoxazolo[2,3-a]quinoxalines (16) and pyrrolo[1,2-a]quinoxalines (17) were selectively synthesized from the 2-substituted 6-chloroquinoxaline 4-oxides (15) and dimethyl acetylenedicarboxylate. Moreover, the pyrrolo[1,2-a]quinoxalines (17) were found to be produced by the ring transformation of the isoxazolo[2,3-a]quinoxalines (16).

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Preparation and Characterization of Half-Sandwich Cobalt(III) Complexes of Cp Ligands with a Rigid Thioanisole Side-Chain

  • S, Sujith;Lee, Bun-Yeoul;Han, Jin-Wook
    • Bulletin of the Korean Chemical Society
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    • v.28 no.8
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    • pp.1299-1304
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    • 2007
  • New sulfur functionalized cyclopentadiene ligands, 1-[2-(thioanisole)]-2,5-dimethylcyclopentadiene (3), 1-[2- (thioanisole)]-2,3,5-trimethylcyclopentadiene (4), and 1-[2-(thioanisole)]-2,3,4,5-tetramethylcyclopentadiene (5), were prepared. In these ligands, the S-donor atom is connected to a cyclopentadiene ring by a rigid phenylene spacer. CpCo(III)-diiodo half-sandwich complexes (6-8) were obtained from reaction the ligands (3- 5) with Co2(CO)8, followed by treatment of I2. Substitution reaction of CpCo(III)-diiodo complexes with MeLi yielded the corresponding CpCo(III)-dimethyl complexes (9-11). Further transformation to the corresponding cationic cobalt complexes (12-14) were achieved by reaction of the CpCo(III)-dimethyl complexes with HB(ArF)4·2Et2O and trapping with CD3CN. The new sulfur functionalized cyclopentadiene ligands having a rigid phenylene spacer and the corresponding cobalt complexes were characterized by 1H, 13C and 19F NMR spectroscopy. The diiodo Complex 6 was also characterized by a single crystal X-ray diffraction method.

Synthesis of Benzophenanthridine-Related Alkaloids (벤조펜안드리딘과 관련된 알칼로이드의 합성)

  • Kim, Sin-Kyu;Lee, Hyung-Won;Kim, In-Jong;Lee, Ma-Se
    • YAKHAK HOEJI
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    • v.36 no.3
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    • pp.250-254
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    • 1992
  • Benzo[C]phenanthidine alkaloids were found to exhibit considerably strong antileukemic activies. These alkaloids have been shown to be biosynthesized from the corresponding alkaloids throung an oxidative $C_6-N$ bond cleavage followed by recyclization between $C_6\;and\;C_{13}$ position of the protoberberine. Recently we have achieved the biomimetic transformation of protoberberine alkaloid, berberine into benzo[C]phenanthridine alkaloid, chelerythrine.

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Process Development of 4,4'-Bis(2-benzoxazolyl)stilbene from Recyclable Source MFB (재사용이 가능한 MFB로부터 4,4'-Bis(2-benzoxazolyl)stilbene의 합성 공정 개발)

  • Ryu, Young;Kim, Jong Cheon;Ham, Mi Jeong;Kim, Seok Chan
    • Applied Chemistry for Engineering
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    • v.27 no.2
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    • pp.195-198
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    • 2016
  • A total four-step synthetic process of high quality optical brightening agent 4,4'-bis(2-benzoxazolyl)stilbene (BBS) from methyl 4-formylbenzoate (MFB) was developed with 73% total yield. MFB is one of the main by-products in dimethyl terephthalate (DMT) production process. Our process involves the formation of 4,4'-stilbenedicarboxylate (2) obtained from the reaction of an aldehyde in MFB with ethyl 4-((diethoxyphosphoryl)methyl)benzoate (1) and the subsequent transformation to 4,4'-stilbenedicarbonyl chloride (3). In order to prepare benzoxazole ring in BBS, various solvents and catalysts were studied. The best solvent and catalyst were found to be 1,2,4-trichlorobenzene and boric acid, respectively suitable for mass production of BBS.