• Title/Summary/Keyword: Suzuki-Miyaura coupling

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Synthesis of Neopentyl Biphenylsulfonates Using the Suzuki-Miyaura Reaction

  • Cho, Chul-Hee;Kim, Chul-Bae;Sun, Myung-Chul;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1632-1636
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    • 2003
  • Palladium-catalyzed cross-coupling reactions of neopentyloxysulfonylphenyl bromides with arylboronic acids provided a variety of neopentyl biphenylsulfonates in good yields. 2-Bromo- and 4-bromobenzenesulfonates underwent the coupling reaction more rapidly than 3-bromobenzenesulfonate, while chlorobenzenesulfonate did not produce the coupling product under the standard reaction conditions.

Suzuki-Miyaura Cross-coupling Reaction Catalyzed by Nickel Nanoparticles Supported on Poly(N-vinyl-2-pyrrolidone)/TiO2-ZrO2 Composite

  • Kalbasi, Roozbeh Javad;Mosaddegh, Neda
    • Bulletin of the Korean Chemical Society
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    • v.32 no.8
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    • pp.2584-2592
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    • 2011
  • Nickel nanoparticle-poly(N-vinyl-2-pyrrolidone)/$TiO_2-ZrO_2$ composite (Ni-PVP/$TiO_2-ZrO_2$) was prepared by in situ polymerization method. The physical and chemical properties of Ni-PVP/$TiO_2-ZrO_2$ were investigated by XRD, FT-IR, BET, TGA, SEM and TEM techniques. The catalytic performance of this novel heterogeneous catalyst was determined for the Suzuki-Miyaura cross-coupling reaction between aryl halides and phenylboronic acid in the presence of methanol-water mixture as solvent. The effects of reaction temperature, the amount of catalyst, amount of support, solvent, and amount of metal for the synthesis of Ni-PVP/$TiO_2-ZrO_2$, were investigated as well as recyclability of the heterogeneous composite. The catalyst used for this synthetically useful transformation showed considerable level of reusability besides very good activity.

Palladium-Catalyzed Cross-Coupling Reaction of (E)-1-Alkenyl-1,3,2-benzo-dioxaboroles with Allylic Phenoxides. A Simple Route 1,4-Alkadienes from Alkynes via Hydroboration$^\dag$

  • Sasaya Fumihito;Norio Miyaura;Akira Suzuki
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.329-332
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    • 1987
  • The reaction of (E)-1-alkenyl-1,3,2-benzodioxaboroles with a variety of allylic phenoxides in the presence of a catalytic amount of Pd$(PPh_3)_4$ is described. The reaction affords a general and simple procedure for the preparation of 1,4-alkadienes from alkynes via hydroboration.

Functionalization of Organotrifluoroborates via Cu-Catalyzed C-N Coupling Reaction

  • Lee, Jung-Hyun;Kim, Heejin;Kim, Taejung;Song, Jung Ho;Kim, Won-Suk;Ham, Jungyeob
    • Bulletin of the Korean Chemical Society
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    • v.34 no.1
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    • pp.42-48
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    • 2013
  • Potassium N-heterobiaryltrifluoroborates were successfully prepared via a selective Cu-catalyzed C-N coupling reaction. The $BF_3K$ moiety was well tolerated under the reaction conditions involving CuI and dimethyl-ethylenediamine (DMEDA) in the presence of DMSO. The Pd-catalyzed Suzuki-Miyaura cross couplings of potassium N-heterobiaryltrifluoroborates with bromoarenes were studied to prepare the N-heterotriaryl compounds. Moreover, homocoupling, iodination, and hydroxylation of potassium N-heterobiaryltrifluoroborates provided the corresponding products in high yields.

Synthesis of 2(5H)-Furanones and 2-Cycloalkenones and Their Fungicidal Activities (2(5H)-Furanone 및 2-Cycloalkenone 유도체의 합성과 살균활성)

  • Heo, Jung-Nyoung;Song, Young-Seob;Park, No-Kyun;Choi, Gyung-Ja;Jang, Kyung-Soo;Kim, Bum-Tae
    • The Korean Journal of Pesticide Science
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    • v.11 no.1
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    • pp.1-7
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    • 2007
  • We have developed an efficient synthesis of 2(5H)-furanones using the microwave-promoted Suzuki-Miyaura coupling reaction and evaluated their fungicidal activities against six fungal pathogens in vivo. In addition, 2-cyclopentenones or 2-cyclohexenones possessing one or two additional methylene groups instead of the oxygen in the 2(5H)-furanone skeleton were also prepared by using the similar method. As the results of in vivo fungicidal screening against 6 plant diseases, a few derivatives displayed specific fungicidal activities against rice blast and tomato late blast. Further studies toward the optimization of the chemical structures are necessary for the development of novel fungicides with high potency.

Submicrospheres as Both a Template and the Catalyst Source. Silica Submicro-reactor Dotted with Palladium Nanoparticles as Catalysts

  • Kim, Sung Min;Noh, Tae Hwan;Jung, Ok-Sang
    • Bulletin of the Korean Chemical Society
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    • v.34 no.4
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    • pp.1127-1130
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    • 2013
  • Formation of the monodisperse submicrospheres consisting of ionic palladium(II) complexes, $[(Me_4en)Pd(L)]_2(X)_4$($Me_4en$ = N,N,N',N'-tetramethylethylenediamine; L = bis(4-(4-pyridylcarboxyl)phenyl)methane; $X^-=BF_4{^-}$ and $ClO_4{^-}$), has been carried out without any templates or additives. The submicrospheres were coated with silicates, and then calcined in air at $550^{\circ}C$ for 1 h, to efficiently form hollow-spherical $SiO_2$ submicro-reactors dotted with palladium(0) nanoparticles (PdNPs). That is, the submicrospheres act as both a template and a source of the palladium metal nanoparticles. The submicro-reactors containing nano-catalysts have been characterized by means of SEM, TEM, and XPS. Notably, the reactors were proved to be very effective for Suzuki-Miyaura cross-coupling and hydrogenation reactions.