• 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.

• Journal of Photoscience
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• 제9권3호
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• pp.71-74
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• 2002

The fluorescent conjugated aromatic imine derivatives are systematically designed and synthesized as the high yield through the simple one-pot condensation reaction. The emission of the synthesized conjugated aromatic imine derivatives can be tuned efficiently in the range of about 100 nm by the change of electron donating groups constituting parent molecule, which shows the considerable quantum yields from 0.38 to 0.56.

• Bulletin of the Korean Chemical Society
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• 제35권12호
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• pp.3618-3622
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• 2014

Simple and practical synthesis of natural benzofuran derivative eupomatenoid-6 via Horner-Emmons type condensation as the key step is described. The umpolung property of aldehyde derivative, ${\alpha}$-aminophosphonate was efficiently employed in this reaction. ${\alpha}$-Aminophosphonate of anisaldehyde subjected to Horner-Emmons type condensation with 5-bromo-2-methoxybenzaldehyde to yield the deoxybenzoin, which was further methylated and then underwent tandem demethylation-cyclodehydration to afford the benzofuran scaffold in excellent yield. Finally Suzuki coupling with propenyl boronic acid afforded eupomatenoid-6 with an overall yield of 56.8%.

• Bulletin of the Korean Chemical Society
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• 제11권1호
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• pp.22-25
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• 1990

The condensation of 1-amino-1,2-dihydro-3,6-pyridazinedione (1) and 2-amino-2,3-dihydro-1,4-phthalazinedione (2) with mesityl oxide or 3-penten-2-one in acetic acid-ethanol (1:1) gave 3,4,6,9-tetrahydro-6,9-dioxopyridazino[1,2-a][1,2, 3]triazines (9,11) and 3,4,6,11-tetrahydro-6,11-dioxo[1,2,3]triazino[1,2- b]phthalazines (10,12), respectively. The condensation of 1 and 2 with crotonaldehyde, cinnamaldehyde or acrylaldehyde under the same reaction condition gave only N-alkylidene derivatlives (3-8). When the N-alkylidene derivatives isolated from the reaction of 1 and 2 with crotonaldehyde and cinnamaldehyde (3-6) were refluxed in acetic acid, the corresponding heterocyclic compounds (13-16) were obtained.

• Korean Chemical Engineering Research
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• 제44권4호
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• pp.417-423
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• 2006

실리카계 메조 물질 MCM-41 지지체 위에 여러 방법으로 aminopropyltrimethoxysilane(APMS)을 표면 기능화 시킨 염기촉매를 제조하였고 표준 염기반응인 Knoevenagel 축합반응을 수행하여 촉매적 활성을 측정하였다. Methyltrimethoxysilane으로 추가 표면처리하거나, APMS를 염소함유 유기실란과 축합하여 2차 아민 형성 후 고정화시킨 MCM-41 촉매(BAPM)를 제조한 결과, MCM-41 표면의 잔류 OH를 제거하고 물과의 수소결합으로 아민 활성점의 기능이 약화되는 것을 억제하여 높은 TON을 얻을 수 있었다. 코팅에 의해 표면에 많은 양의 아민이 고정화된 MCM-41은, 세공 내부의 반응 공간이 줄어들고, 인접한 아민 간의 수소결합으로 인하여 낮은 염기도가 예상되며 촉매 활성도 상대적으로 낮았다. 제조한 촉매 중에는 BAPM이 촉매 활성이 가장 우수하였다.

• Archives of Pharmacal Research
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• 제15권1호
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• pp.1-4
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• 1992

4-Acetylantipyrine 1 underwent condensation with 4-formyl-antipyrine 2 to give 3. Condensation of either 3 with 1 or 1 with 2 in a molar ratio of (2 :1) afforded 4. Cyclization of 4 in the presence of PPA and ammonium acetate or 4-aminoantipyrine in the presence of glacial acetic acid gave 5-6 respectively. Claisen condensation of 1 with ethyl acetate and diethyl oxalate afforded compounds 8-10. The reaction of 1 and 2 with indole in ethanol/conc. hyddrochloric acid was also investigated.

• 약학회지
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• 제26권2호
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• pp.111-116
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• 1982

The behavior of the 5-phenylhydantoin (5-phenyl-2, 4-imidazolidinedione) ring in the aminomethylation reaction was studied in order to determine the orientation of this substitution. In case of monoaminomethylation, 3-morpholinomethyl-5-phenylhydantoin (or 3-piperidinomethyl-5- phenylhydantoin) was synthesized by the condensation of 5-phenylhydantoin with one mole of morpholine (or piperidine) and one mole of formaldehyde. 1, 3-Dimorpholinomethyl- 5-phenylhydantoin was obtained in the attempted condensation of 5-phenylhydantoin with two moles of morpholine and two moles of formaldehyde. Despite the close resemblance to morpholine the attempted condensation of 5-phenylhydantoin with piperidine and formaldehyde under reflux gave no expected 1, 3-dipiperidinomethyl -5-phenylhydantoin. In case of diaminomethylation using piperidine and formaldehyde, only 3, 5-dipiperidinomethyl-5-phenylhydantoin was formed.

• Bulletin of the Korean Chemical Society
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• 제21권1호
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• pp.97-100
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• 2000

Acid-catalyzed porphyrin formation from meso-aryltripyrromethanes and $25-bis({\alpha}$, - hydroxyl - $\alpha$ -phenyl) methylfuran is studied. The condensation resulted in selective scrambling of tripyrromethanes when the condensation was carried out with catalytic amounts of $BF_3$ in methylene chloride. But the reaction carried out with p-TsOH or $BEt_3$ catalysts in the presence of $NH_4Cl$ in acetonitrile, single porphyrin product was isolated without scrambling of starting tripyrromethane. The yields of porphyrin in these studies were somewhat lower than those of 2+2 condensations or aldehyde-pyrrole condensations.

• 약학회지
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• 제35권5호
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• pp.389-393
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• 1991

A convenient method for the synthesis of indobufen, which is a potent antiinflammatory agent, was described. Ethyl 2-phenylbutyrate(4) was prepared by Friedel-Crafts reaction of benzene with ethyl $\alpha$-chloro-$\alpha$-(methylthio)acetate(l) followed by ethylation and desulfurization of the resultant ethyl 2-(methylthio)phenylacetate(2). Ethyl 2-(p-aminophenyl)butyrate(6) was prepared by nitration of (4) and successive reduction of ethyl 2-(p-nitrophenyl) butyrate(5). Indobufen was obtained by condensation reaction of (6) with phthalic anhydride followed by reduction and hydrolysis of the resultant ethyl 2-[p-(1, 3-dioxo-2-isoindolinyl)phenyl]butyrate(7).

• Bulletin of the Korean Chemical Society
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• 제33권9호
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• pp.3122-3124
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• 2012