• Applied Chemistry for Engineering
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• v.32 no.2
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• pp.224-227
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• 2021

A rapid and selective copper-catalyzed amination of aryl halides with sodium azide was established by using 10 mol % of CuI, and 20 mol % of N,N'-dimethylethylenediamine in DMSO under microwave irradiation for 10 min. The catalytic system with 4-substituted aryl iodides was found to be the most effective leading to a nearly complete conversion.

• Bulletin of the Korean Chemical Society
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• v.5 no.3
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• pp.126-129
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• 1984

The reaction of aryl halides with phenoxides and alkoxides were investigated under phase transfer catalytic conditions. 2,4-Dinitro- and 4-nitrohalobenzenes reacted readily with phenoxides in NaOH(aq)-benzene in the presence of Bu4N+Br, affording the products quantitatively. Although the aryl halides did not react with alkoxides under the same condition, the reactions were completed within 2 hours at room temperature when conducted under solid-liquid phase transfenr catalytic condition. The reactivity of aryl halides was in the order, Ar = 2,4-dinitrophenyl > 4-nitrophenyl, and X = F > Cl, consistent with the SNAr mechanism. The reactivity of oxyanions increased with the change of reaction condition from liquid-liquid to solid-liquid phase transfer catalysis. The results were explained with the concentration and the degree of hydration of the anion in benzene.

• Bulletin of the Korean Chemical Society
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• v.8 no.4
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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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• v.23 no.1
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• pp.112-118
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• 2002

Good-to-excellent yields of 2,3-Disubstituted norbornenes (or norbornanes) were obtained using a Pd/Cu catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene (or norbornene), and alkynols in toluene at $100{\circ}C$ in the presence of 5.5 M NaOH as a base and benzyltriethylammonium chloride as a phase transfer catalyst. The results of experiments using various aromatic halides suggest that the ternary coupling reaction is promoted by bromide.

• Journal of Radiopharmaceuticals and Molecular Probes
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• v.4 no.1
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• pp.16-21
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• 2018

Organoboron compounds and their derivatives are synthetically versatile building blocks because they are readily available, stable, and highly useful for potential organic transformations. Arylboronic esters are of particular interest due to their well-established synthetic methods: transition metal catalyzed borylations of aryl halides. However, the use of aryl halides as an electrophile has one serious disadvantage: formation of toxic halogenated byproducts. A promising alternative substrate to aryl halides would be phenol derivatives such as aryl ethers, esters, carbamates and sulfonates. The phenol derivatives involve several advantages: their abundance, relatively low toxicity and versatile synthetic application. However, utilization of the aryl methyl ether, which is one of the simplest phenol derivatives, remains as a challenge, as C-OMe bond activation requires high activation energy and methoxides are not good leaving groups. Nevertheless, there have been a significant recent progress on ipso-borylation of aryl methyl ether including Martin's nickel catalysis. Here, we review the current advance on the borylation of carbon-oxygen bonds of unactivated C-OMe bond in aromatic compounds.

• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2340-2342
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• 2013

A convenient Rh-catalyzed C-H arylation of imidazo[1,2-a]pyridines with a variety of aryl halides or triflates has been reported. This process afforded a range of biaryl compounds in excellent yields and showed high activity and broad scope.

• Bulletin of the Korean Chemical Society
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• v.32 no.12
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• pp.4167-4170
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• 2011

An inexpensive and efficient catalyst system has been developed for the N-arylation of phenylurea including a variety of aryl halides. This simple protocol uses $Cu_2O$ as the catalyst, microwave assisted, solvent- and ligand-free, $K_3PO_4{\cdot}H_2O$ as the base.

• Bulletin of the Korean Chemical Society
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• v.33 no.3
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• pp.1052-1054
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• 2012

• Bulletin of the Korean Chemical Society
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• v.33 no.11
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• pp.3838-3840
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• 2012

• Bulletin of the Korean Chemical Society
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• v.14 no.5
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• pp.543-545
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• 1993