• 제목/요약/키워드: $\alpha$-Hydroxy carbonyl compounds

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Polymer Supported Cyanide as an Efficient Catalyst in Benzoin Condensation: An Efficient Route to α-Hydroxy Carbonyl Compounds

  • Kiasat, Ali Reza;Badri, Rashid;Sayyahi, Soheil
    • Bulletin of the Korean Chemical Society
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    • 제30권5호
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    • pp.1164-1166
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    • 2009
  • Aromatic aldehydes are efficiently self-condensed into $\alpha$-hydroxy carbonyl compounds by polystyrene-supported ammonium cyanide as an excellent organocatalyst in C-C bond formation. The reaction proceeds in water under mild reaction conditions. The polymeric catalyst can be easily separated by filtration and reused several times without appreciable loss of activity.

A Convenient Allylation of 1,n-Dicarbonyl Compounds Using Organoindium Reagents

  • 이필호;동서문;이구연
    • Bulletin of the Korean Chemical Society
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    • 제22권12호
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    • pp.1380-1384
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    • 2001
  • The chemoselective reactions of 1,n-dicarbonyl compounds with allyl halides using indium metal were investigated. $\alpha-Ketoesters$ such as ethyl pyruvate, ethyl 3-methyl-2-oxobutyrate and ethyl benzoylformate reacted with a variety of allyl halides i n the presence of indium to afford hydroxy unsaturated carbonyl compounds in good to excellent yields in MeOH/HCl at $25^{\circ}C.$ For the allyl bromide, the presence of various substituents at the $\alpha$ or $\gamma$ position exhibited little effects on both the reaction rates and yields. Ethyl acetoacetate or ethyl levulinate was treated with allylindium reagent to give hydroxy unsaturated carbonyl compounds in good yield. These results mean that both reactivity and selectivity are independent of the distance between carbonyl groups. 2,3-Butanedione or 1-phenyl-1,2-propanedione reacted with allylindium to produce monoallylation product as major compound.

Carbonyl thiourea 및 carbonyl thiosemicarbazide의 질소치환화합물의 합성 및 항결핵작용에 관한 연구 (Synthesis and antitubercular activity of the nitrogen substituents of carbonylthicureas and carbonylthiosemicarbazides)

  • 이남복
    • 약학회지
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    • 제17권4호
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    • pp.223-234
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    • 1973
  • Sixteen compounds of N-aroyl-N'-(4'-alkoxyphenyl) thiourea derivative, twenty one compounds of N-aeryl-N'(3'-hydroxy-4'-alkoxycar-bonylphenyl) thiourea derivative, three compounds of N-aeroyl-N'-.alpha.-naphthyiourea derivative and three compounds of N-cyanoacetyl-N'-aroyl thiosemicarbazide derivative were syntrhesized as potential antitubercular agent and were subjected to screening test for antitubercular activity against Mycobacterium turberculosis H/sub 37/Rv by tube dilution method in vitro. Of the fourty three eompounds, N-p-cyanobenzoyl-N'-(4'-iso-butoxyphenyl) thiourea, N-p-cyanobenzoyl-N'-(4-n-amoxyphenyl)thiourea, N-furoyl-N'-(3'-hydroxy-4'-ethoxycarbonylphenyl)thiourea, N-p-cyanobenzoyl-N'-(3'-hydroxy-4'-n-butoxycarbonylphenyl)thiourea, N-p-cyanobenzoyl-N'-(3'-hydroxy-4'-n-amoxycarbonylphenyl)thiourea, and N-5-nitrofuroyl-N'(3'-hydroxy-4"-n-amoxycarbonylphrnyl)thiourea showed the growth inhibition of M. tuberculosis H/sub 37/Rv at the coccentraction og 10.mu.g/ml, respectively.

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Anti-complement Activity of Triterpenoids from the Whole Plant of Patrinia saniculaefolia

  • An, Ren-Bo;Na, Min-Kyun;Min, Byung-Sun;Lee, Hyeong-Kyu;Bae, Ki-Hwan
    • Natural Product Sciences
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    • 제14권4호
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    • pp.249-253
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    • 2008
  • Two oleanane-type triterpenes (1, 2) and their glycosides (4-6), and one ursane-type triterpene (3) have been isolated from a methanolic extract of Patrinia saniculaefolia Hemsley (Valerianaceae) through repeated silica gel and reversed-phase C-18 column chromatography. Their chemical structures were determined as oleanolic acid (1), oleanonic acid (2), 23-hydroxyursolic acid (3), 3-O-${\alpha}$-L-arabinopyranosyl-oleanolic acid (4), 3-O-${\beta}$-D-glucopyranosyl-oleanolic acid (5), and oleanolic acid 3-O-[${\alpha}$-D-xylopyranosyl-($1{\rightarrow}3$)-${\beta}$-D-glucuronopyranoside-6-O-butyl-ester] (6) on the basis of their MS, $^1H$-, and $^{13}C$-NMR spectral data. All compounds were isolated from the whole plant of the P. saniculaefolia for the first time. These compounds were examined for their anti-complement activity against the classical pathway of the complement system. Among them, compounds 1 - 3 exhibited anti-complement activity with $IC_{50}$ values of 470.1, 212.2, and 121.0 ${\mu}M$, respectively, whereas compounds 4 - 6 were inactive. These results suggest that the carbonyl or hydroxy group at C-3 in the oleananeand/or ursane-triterpenes are important for the anti-complement activity against the classical pathway.

수소화붕소리튬에 의한 선택환원. 수소화붕소리튬과 대표적 유기화합물과의 반응 (Selective Reduction with Lithium Borohydride. Reaction of Lithium Borohydride with Selected Organic Compounds Containing Representative Functional Groups)

  • 윤능민;차진순
    • 대한화학회지
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    • 제21권2호
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    • pp.108-120
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    • 1977
  • 수소화붕소리튬-테트라히드로푸란용액의 환원특성에 대한 계통적인 연구가 52가지의 대표적인 작용기를 가진 유기화합물을 가지고 표준조건($0^{\circ}$, 테트라히드로 푸란)에서 대략의 반응속도 및 정량 관계를 알아봄으로서 이루어 졌다.

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