• 제목/요약/키워드: Carbon-carbon coupling reaction

검색결과 34건 처리시간 0.038초

팔라듐 촉매를 이용한 퀴놀론핵과 Heteroaryl Stannes의 결합 - C-7 heteroaryl 쿼놀론 유도체의 합성 - (Palladium-Catalyzed Coupling between Quinolone Moieties and Heteroaryl Stannes - Synthesis of C-7 heteroaryl Quinolone Derivatives -)

  • 남상훈;함원훈;김기수;임태균;양재권
    • 약학회지
    • /
    • 제37권6호
    • /
    • pp.615-620
    • /
    • 1993
  • The cross-coupling reaction of organo tin reagents with a variety of organic halides, catalyzed by palladium, provides a novel method for generating a carbon-carbon bond. We used this method for the antibacterial agents, and synthesis of new quinolone derivatives which have carbon-carbon bond at C-7 position of general quinolone moieties. Aryl tin, quinolone moieties, and palladium catalyst were refluxed in DMF to afford new quinolone derivatives. This palladium catalyzed coupling reactions have capacity for further synthetic elaboration.

  • PDF

Palladium-Catalyzed Coupling between Quinolone Moieties and Heteroacyl Stannes - Synthesis of C-7 Heteroacyl Quinolone Derivatives

  • 함원훈;양재권;임태균
    • 한국응용약물학회:학술대회논문집
    • /
    • 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
    • /
    • pp.221-221
    • /
    • 1994
  • The cross-coupling reaction of organo tin reagents with a variety of organic halides, catalyzed by palladium, provides a novel method for generating a carbon-carbon bond. We use this method for antibacterial agents, and synthesis of new quinolone derivatives which have carbon-carbon bond at C-7 position of general quinolone moieties. Aryl tin, quinolone moieties, and palladium catalyst were refluxed in DMF to afford new quinolone derivatives. This palladium catalyzed coupling reactions have capacity for further synthetic elaboration.

  • PDF

Ligand Effect in Recycled CNT-Pd Heterogeneous Catalyst for Decarboxylative Coupling Reactions

  • Kim, Ji Dang;Pyo, Ayoung;Park, Kyungho;Kim, Gwui Cheol;Lee, Sunwoo;Choi, Hyun Chul
    • Bulletin of the Korean Chemical Society
    • /
    • 제34권7호
    • /
    • pp.2099-2104
    • /
    • 2013
  • We present here an efficient and simple method for preparation of highly active Pd heterogeneous catalyst (CNT-Pd), specifically by reaction of dichlorobis(triphenylphosphine)palladium ($Pd(PPh_3)_2Cl_2$) with thiolated carbon nanotubes (CNTs). The as-prepared CNT-Pd catalysts demonstrated an excellent catalytic activity for the carbon-carbon (C-C) cross-coupling reactions (i.e. Suzuki, Stille, and decarboxylative coupling reactions) under mild conditions. The CNT-Pd catalyst could easily be removed from the reaction mixture; additionally, in the decarboxylative coupling of iodobenzene and phenylpropiolic acid, it showed a six-times recyclability, with no loss of activity. Moreover, once its activity had decreased by repeated recycling, it could easily be reactivated by the addition of phosphine ligands. The remarkable recyclability of the decarboxylative coupling reaction is attributable to the high degree of dispersion of Pd catalysts in CNTs. Aggregation of the Pd catalysts is inhibited by their strong adhesion to the thiolated CNTs during the chemical reactions, thereby permitting their recycling.

Synthesis and Characterization of Graphene and Graphene Oxide Based Palladium Nanocomposites and Their Catalytic Applications in Carbon-Carbon Cross-Coupling Reactions

  • Lee, Minjae;Kim, Bo-Hyun;Lee, Yuna;Kim, Beom-Tae;Park, Joon B.
    • Bulletin of the Korean Chemical Society
    • /
    • 제35권7호
    • /
    • pp.1979-1984
    • /
    • 2014
  • We have developed an efficient method to generate highly active Pd and PdO nanoparticles (NPs) dispersed on graphene and graphene oxide (GO) by an impregnation method combined with thermal treatments in $H_2$ and $O_2$ gas flows, respectively. The Pd NPs supported on graphene (Pd/G) and the PdO NPs supported on GO (PdO/GO) demonstrated excellent carbon-carbon cross-coupling reactions under a solvent-free, environmentally-friendly condition. The morphological and chemical structures of PdO/GO and Pd/G were fully characterized using X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), and transmission electron microscopy (TEM). We found that the remarkable reactivity of the Pd/G and PdO/GO catalysts toward the cross-coupling reaction is attributed to the high degree of dispersion of the Pd and PdO NPs while the oxidative states of Pd and the oxygen functionalities of graphene oxide are not critical for their catalytic performance.

Synthesis of Diaryl $\alpha$-Diketones via Palladium Catalyzed Double Carbonylative Homo Coupling of Aryl Iodides with Carbon Monoxide

  • 김진일;김남정
    • Bulletin of the Korean Chemical Society
    • /
    • 제9권1호
    • /
    • pp.30-32
    • /
    • 1988
  • Symmetrical diaryl ${\alpha}-diketones$ were synthesized in moderately good yields through the palladium catalyzed reaction of aryl iodides with carbon monoxide. The reaction was tolerant of a wide variety of fuctionalities($OCH_3,\;CH_3,\;NO_2,\;OH,\;COOH$) on the aryl iodide. On the other hand, the similar reaction of aryl bromides or chlorides with carbon monoxide did not proceed.

팔라듐 촉매를 이용한 요오드화 방향족 화합물과 Diethylmalonate 와의 CO 첨가 커플링반응 (Palladium-Catalyzed Carbonylative Coupling of Aryl Iodide and Diethylmalonate)

  • 김진일;이광혁;윤태순
    • 대한화학회지
    • /
    • 제33권5호
    • /
    • pp.530-537
    • /
    • 1989
  • 요오드화 방향족 화합물과 diethylmalonate를 일산화탄소 존재 하에서 팔라듐 촉매를 이용한 CO 첨가 커플링반응으로 다양한 치환체를 지닌 diethylbenzoulmalonate를 비교적 좋은 수득률로 합성하였다. Diethylbenzoylmalonate 유도체의 새로운 합성경로인 팔라듐 촉매를 이용한 CO 첨가 커플링반응은 이가의 팔라듐 촉매, 3 당량의 무기염기 및 극성이 큰 용매를 사용한 경우 가장 잘 진행되었다. 또한, 이 반응을 10기압의 일산화탄소 존재하에서 실시했을 때 diethylbenzoylmalonate 유도체의 수득률은 상압에 비하여 증가하였다.

  • PDF

A Convenient Synthesis of an Anti-Helicobacter Pylori Agent, Dehydrodiconiferyl Alcohol

  • Hu, Kun;Jeong, Jin-Hyun
    • Archives of Pharmacal Research
    • /
    • 제29권7호
    • /
    • pp.563-565
    • /
    • 2006
  • Potential anti-Helicobacter pylori agent dehydrodiconiferyl alcohol was synthesized in 44% overall yield, starting from vanillin which could be commercially available. Carbon extension of vanillin followed by the Horner-Wadsworth-Emmons reaction, a biomolecular radical coupling reaction and DIBAL-H reduction gave dehydrodiconiferyl alcohol.

Immobilization of Lipase on Single Walled Carbon Nanotubes in Ionic Liquid

  • Lee, Han-Ki;Lee, Jae-Kwan;Kim, Mahn-Joo;Lee, Cheol-Jin
    • Bulletin of the Korean Chemical Society
    • /
    • 제31권3호
    • /
    • pp.650-652
    • /
    • 2010
  • A lipase from Pseudomonas cepacia was immobilized onto single walled carbon nanotubes (SWNTs) in two different ways in each of two solvent systems (buffer and ionic liquid). The most efficient immobilization was achieved in ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate, BMIM-$BF_4$). In this procedure, carbon nanotubes were first functionalized noncovalently with 1-pyrenebutyric acid N-hydroxysuccinimide ester and then subject to the coupling reaction with the lipase in ionic liquid. The resulting immobilized enzyme displayed the highest activity in the transesterification of 1-phenylethyl alcohol in the presence of vinyl acetate in toluene.

Coupling Reaction of CO2 with Epoxides by Binary Catalytic System of Lewis Acids and Onium Salts

  • Bok, Taekki;Noh, Eun Kyung;Lee, Bun Yeoul
    • Bulletin of the Korean Chemical Society
    • /
    • 제27권8호
    • /
    • pp.1171-1174
    • /
    • 2006
  • Various off-the-shelf Lewis acids in conjunction with various onium salts are screened for coupling reaction of $CO_2$ with epoxides. Among the tested ones, $VCl_3/n-Bu_4NOAc$, $VCl_3/(n-Bu_4NCl$ or PPNCl), $FeCl_3/ n-Bu_4NOAc$, and $FeCl_3/ n-Bu_4NOAc$are proved to be highly active. Propylene oxide, epichlorohydrin, styrene oxide, and cyclohexene oxide can be converted over 90% yields to the corresponding cyclic carbonates without the use of organic solvents under mild conditions by 0.1-1.0 mol% catalyst charge.