• Title/Summary/Keyword: Palladium-catalyzed coupling

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

  • 남상훈;함원훈;김기수;임태균;양재권
    • YAKHAK HOEJI
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    • v.37 no.6
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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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Concise Synthesis of Flurbiprofen via Palladium-Catalyzed Cross-Coupling Reactions (팔라듐 촉매하 결합반응을 이용한 플루비프로펜의 간결한 합성)

  • Han, Young Taek
    • YAKHAK HOEJI
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    • v.59 no.2
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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
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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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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Formal Synthesis of Lespedezol $A_1$ via Versatile Palladium-Catalyzed Cross-Coupling of Diazochromanone with Arylboronic Acid (디아조크로마논과 보론산의 팔라듐 촉매하 결합반응을 이용한 Lespedezol $A_1$의 합성)

  • Han, Young Taek
    • YAKHAK HOEJI
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    • v.57 no.5
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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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    • v.34 no.5
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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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    • v.32 no.spc8
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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.

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

  • Jin Il Kim;Kwang Hyek Lee;Tae Soon Yoon
    • Journal of the Korean Chemical Society
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    • v.33 no.5
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    • pp.530-537
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    • 1989
  • Diethylbenzoylmalonates with various substituents were synthesized in moderately good yields through palladium-catalyzed carbonylative coupling of aryl iodide and diethylmalonate with carbon monoxide. Palladium-catalyzed carbonylative coupling reaction usually proceeded well in polar aprotic solvents in the presence of three equivalents of inorganic bases and palladium(II) catalyst. When the reaction was carried out under 10 atm pressure of carbon monoxide, the yield of diethylbenzoylmalonate derivatives was much better than that of reaction under atomspheric pressure of carbon monoxide.

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

  • Kim Jin Il;Kim Nam Jung;Ryu Cheol Mo
    • Bulletin of the Korean Chemical Society
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    • v.9 no.1
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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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    • v.28 no.11
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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.