• 제목/요약/키워드: Palladium-catalyzed coupling

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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
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    • 제37권6호
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    • pp.615-620
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    • 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.

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팔라듐 촉매하 결합반응을 이용한 플루비프로펜의 간결한 합성 (Concise Synthesis of Flurbiprofen via Palladium-Catalyzed Cross-Coupling Reactions)

  • 한영택
    • 약학회지
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    • 제59권2호
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    • pp.66-69
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    • 2015
  • A concise synthesis of flurbiprofen, a member of the non-steroidal anti-inflammatory 2-arylpropionic acids, has been accomplished. The key feature of this synthesis involves successive palladium-catalyzed cross coupling reactions. In particular, a 2-arylacylate intermediate, which easily converted to the key 2-arylpropionic acid scaffold, was afforded by a versatile palladium-catalyzed cross coupling reaction between diazopropanate and bisphenylboronic acid. This synthetic procedure would facilitate synthesis of the flurbiprofen and anti-inflammatory 2-arylpropionic acid derivatives.

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

  • 함원훈;양재권;임태균
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
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    • pp.221-221
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    • 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.

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디아조크로마논과 보론산의 팔라듐 촉매하 결합반응을 이용한 Lespedezol $A_1$의 합성 (Formal Synthesis of Lespedezol $A_1$ via Versatile Palladium-Catalyzed Cross-Coupling of Diazochromanone with Arylboronic Acid)

  • 한영택
    • 약학회지
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    • 제57권5호
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    • pp.357-361
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    • 2013
  • A formal synthesis of Lespedezol $A_1$ has been accomplished. The key feature of this synthesis involves an efficient and powerful palladium-catalyzed cross coupling reaction of diazocarbonyl compound with bis(benzyloxy)phenylboronic acid for the key 3-aryl-chromen-4-one intermediate, which was difficult to be prepared by Suzuki coupling reaction in the previous study. The versatile and efficient synthetic procedure would facilitate synthesis of pterocarpenes and their derivatives.

Heterogeneous Suzuki Cross-Coupling Reaction Catalyzed by Magnetically Recyclable Nanocatalyst

  • Choi, Kwang-Hyun;Shokouhimehr, Mohammadreza;Sung, Yung-Eun
    • Bulletin of the Korean Chemical Society
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    • 제34권5호
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    • pp.1477-1480
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    • 2013
  • The Suzuki cross-coupling reactions proceeded in excellent yields when it was catalyzed by magnetically recyclable nanocatalyst. This nanocatalyst provided very high catalytic activity with low loading level (1 mol %), because the palladium nanoparticles were so small in size (~2 nm) and located on the surface of the nanocomposite. It was also easily recovered from the reaction mixture using a magnet and reused for six consecutive cycles.

Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides

  • Mo, Jun-Tae;Hwang, Hoon;Lee, Phil-Ho
    • Bulletin of the Korean Chemical Society
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    • 제32권spc8호
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    • pp.2911-2915
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    • 2011
  • Efficient synthetic method for the preparation of ethyl 2-aryl-2,3-alkadienoates through Pd-catalyzed selective allenyl cross-coupling reactions of aryl iodides with organoindiums generated in situ from indium and ethyl 4-bromo-2-alkynoate was developed. The cyclization reaction of ethyl 2-aryl-2,3-alkadienoates catalyzed by $AuCl_3$ and AgOTf in the presence of AcOH or TfOH produced various ${\alpha}$-aryl ${\gamma}$-butenolides or ${\gamma}$-substituted ${\alpha}$-aryl ${\gamma}$-butenolides.

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

  • 김진일;이광혁;윤태순
    • 대한화학회지
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    • 제33권5호
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    • pp.530-537
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    • 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.

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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
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    • 제9권1호
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    • pp.30-32
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    • 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.

New Design in Homogeneous Palladium Catalysis: Study of Transformation of Group 14 Element Compounds and Development of Nanosize Palladium Catalysts

  • Tsuji, Yasushi;Fujihara, Tetsuaki
    • Bulletin of the Korean Chemical Society
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    • 제28권11호
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    • pp.1902-1909
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    • 2007
  • This account reports an overview of our findings in homogeneous Pd-catalyzed reactions. Herein we describe the new design in reactions of Group 14 element compounds and in homogeneous nanosize Pd catalysts. In the early stages of our study, we developed Pd-catalyzed transformations of allylic esters with disilanes, silylcyanides and acylsilanes to the corresponding silylation, cyanation and acylation products, respectively. We also developed a Pd-catalyzed three component coupling reaction of Group 14 element compounds involving 1,3-diene and acid chlorides to form β,γ-unsaturated ketone as a single product. Recently, we focus our attention on modifying the catalytic environment by nanosize Pd in order to improve the performance of Pd catalysts. These nanosystems realize efficient catalytic environment with remarkable enhancement in catalytic activity and unprecedented selectivity.