• 약학회지
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• 제49권2호
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• pp.162-167
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• 2005

Synthetic method for the selective N-monoalkylation of anilines using alkyl halides and triethylamine under room temperature was described. The corresponding N-alkyl anilines were obtained in good yields with minor quantities of dialkylated products. Anilines 2a-m and 3a-m were identified using NMR and IR. A series of 2a-m and 3a-m has been synthesized from aniline, toluidines, ethylanilines, aminoacetophenones, phenetidines. Formation of anilines was undertaken with dropping of alkylhalides at room temperature in methanol (or ethanol) for 3 hours~5 days. Selectivity on the monoalkylation was relatively high. Synthetic ratio of monoalkylated and dialkylated product was 94 : 6 in case of maximum monoalkylation.

• Bulletin of the Korean Chemical Society
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• 제11권2호
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• pp.99-105
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• 1990

The Gutmann acceptor number(AN), solvatochromic parameters $({\alpha},{\beta}\;and\;{\pi}^{\ast})$ and hydrogen bonding equilibrium constants (KHB) were determined for three binary systems of methanol with 1,2-dimethoxyethane(DME), 1,2-dichloroethane(DCE) and pyridine (PYD). The solvolysis rate constants of t-butyl chloride, bromide and iodide were also determined in the three binary systems. Solvent properties and solvolysis rates have been discussed in the light of various solvent parameters. Solvolysis of t-butyl halides are most conveniently explained by the two-stage mechanism involving ion-pair intermediate with the ion-pair formation for chloride and ion pair dissociation for iodide as rate limiting.

• Bulletin of the Korean Chemical Society
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• 제7권6호
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• pp.421-425
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• 1986

New di- and triorganotin(IV) complexes of meta- and para-phenylenebisdithiocarbamate(m- and p-pbdtc) have been synthesized and characterized by means of chemical analysis, mass spectrometry, and IR spectroscopy. The reaction of the m-pbdtc ligand with diorganotin(IV) halides resulted in 1:1 products, $R_2Sn{\cdot}m$-pbdtc (R = Me, Cy, n-Bu) of dimeric nature whereas the p-pbdtc ligand led to an oligomeric or polymeric structure. The pbdtc ligands were also reacted with triorganotin(IV) halides to form monomeric complexes, $(R_3Sn)_2{\cdot}pbdtc.$ The tin coordination chemistry of these complexes were also discussed in terms of Sn-C and Sn-S bonding modes.

• 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.

• Bulletin of the Korean Chemical Society
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• 제11권6호
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• pp.543-546
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• 1990

N- vs. S-Substitution reactions of 1-substituted tetrazoline-5-thiones with various allyl or benzyl halides were studied in order to find effective conditions for N-substitution reactions. When allyl or benzyl halides were reacted with 1-substituted tetrazoline-5-thiones in the presence of TMSI or $BF_3{\cdot}OEt_2$ (or other Lewis acids), N-substitution at 4-position in addition to S-substitution occurred. Reactions were performed either with or without a solvent such as dioxane or propionitrile in the presence of potassium iodide.

• Bulletin of the Korean Chemical Society
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• 제8권4호
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• pp.246-250
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• 1987

The reaction of aryl iodides or bromides with olefins in the presence of 1 mol % of $PdCl_2(PPh_3)_2$ and 3 equiv. of $n-Bu_3N\; at\; 100^{\circ}C$ in carbon monoxide atmosphere gave the corresponding aryl vinyl ketones in good yields with small amount of vinylated 1-aryl olefins. But, when the reaction was proceeded under the 10 atm of carbon monoxide, aryl vinyl ${\alpha}$-diketones and aryl vinyl ketones were obtained in moderate to good yields. The reaction was tolerant of a wide variety of functional groups on either the aryl halides or olefin compounds. Reactivity of aryl halide decrease in the order; aryl iodide > aryl bromide ${\gg}$aryl chloride. In general, the reaction proceeded well and gave good yields of aryl vinyl ketones and aryl vinyl ${\alpha}$-diketones when reactants are substituted with electron withdrawing groups.

• Bulletin of the Korean Chemical Society
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• 제17권3호
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• pp.269-273
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• 1996

Alkyl halides were reduced to the corresponding alkanes by the homonuclear bridging hydride, (μ-H)[(η5-MeCp)Mn(CO)2]2-PPN+ in THF at the elevated temperatures (40-60 ℃) under the pseudo first order reaction conditions where excess of alkyl halide was employed under nitrogen atmosphere. The reaction is of overall second order; first order with respect to [bridging hydride] and first order with respect to [alkyl halide] with the activation parameters, ΔH≠=28.93 kcal/mol and ΔS≠=17.95 e.u. The kinetic data, the ESR evidence and the reaction with cyclopropyl canbinyl bromide ensure that two possible reaction pathways are operable in this reaction: (1) concerted mechanism, and (2) single electron transfer pathway are in competition leading to the same product, the corresponding alkane.

• Bulletin of the Korean Chemical Society
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• 제33권2호
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• pp.689-691
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• 2012

• Bulletin of the Korean Chemical Society
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• 제32권9호
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• pp.3477-3479
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• 2011

• 대한화학회지
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• 제59권6호
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• pp.537-540
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• 2015