• 제목/요약/키워드: Biaryl

검색결과 9건 처리시간 0.02초

Liquid-Phase Synthesis of Biaryl Compounds by the Hydrogenolysis of Pentaerythritol-Supported Biarylsulfonates

  • Kim, Chul-Bae;Lee, Sung-Kyung;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • 제31권9호
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    • pp.2459-2466
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    • 2010
  • Unfunctionalized biaryl compounds were parallelly and combinatorially prepared by the traceless hydrogenolysis of biarylsulfonates supported on pentaerythritol. The hydrogenolysis using 2-propylmagnesium chloride in the presence of $dppfNiCl_2$ efficiently generated corresponding biaryl derivatives without any memory of the support. The strategy using pentaerythritol as a small soluble support was disclosed to have a potential to combine the benefits of both SPOS and solution-phase reaction with fast reaction rate, facile isolation of intermediates, easy analysis of intermediates and atom economical manner. The novel tetrapodal support is expected to be an efficient substitute for polymeric supports in many circumstances.

PEG-Mediated Catalyst-Free Expeditious Synthesis of Functionalized Benzene/Biaryl and Fluoren-9-one Derivatives from Activated Acetylenes and 1,3-Diones

  • Piltan, Mohammad;Yavari, Issa;Moradi, Loghman;Zarei, Seyed Amir
    • 대한화학회지
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    • 제56권3호
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    • pp.316-321
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    • 2012
  • Poly(ethylene glycol) (PEG) has been used as a sustainable, non-volatile, and environmentally friendly reaction solvent for the synthesis of functionalized benzene/biaryl and fluoren-9-one derivatives from activated acetylenes and 1,3-diones at $100^{\circ}C$. No additional solvent and catalyst are required.

Facile Access to a Variety of 2,5-Biaryl-1,2,4-triazol-3-ones via Regioselective N-Arylation of Triazolones

  • Park, Ji-Yeon;Chae, Jung-Hyun
    • Bulletin of the Korean Chemical Society
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    • 제31권8호
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    • pp.2143-2146
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    • 2010
  • A selective synthetic method of the 2,5-biaryltriazolones has been developed via copper-catalyzed N-arylation reaction. Aryltriazolones, which were readily prepared from commercially available compounds, were N-arylated to 2,5-biaryltriazolones with high regioselectivity. This approach allows for access to a variety of 2,5-biaryl-1,2,4-trizol-3-ones in a simple and practical manner.

Solution-Phase Synthesis of a Library of Biaryl Amides Using Girard′s reagent T as an Acid Chloride Scavenger

  • Kim, Shin-Ae;Kim, Sang-Hee;Ko, Hyo-Jin;Lee, Tae-Ho
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.341.2-341.2
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    • 2002
  • An efficient process for the solution-phase synthesis of biaryl amides has been developed. Girard's reagent T. an inexpensive scanvenger. was found to be very efficient in trapping excess aromatic acid chlorides. resulting in water soluble by-products. which were easily removed from the products by liquid-liquid extraction. The ease of use. and the excellent purity of the amide libraries obtained are important features of this protocol. (omitted)

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One-Pot Homo- and Cross-Coupling Reactions of Arenediazonium Tosylate Salts for the Synthesis of Biaryls and Polyaryls

  • Vajpayee, Vaishali;Song, Young-Ho;Ahn, Jeong-Soo;Chi, Ki-Whan
    • Bulletin of the Korean Chemical Society
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    • 제32권spc8호
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    • pp.2970-2972
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    • 2011
  • One-pot homo- and cross-coupling reactions of arenediazonium tosylate salts bearing a halogen group have been exploited for the synthesis of biaryls and polyaryls under mild conditions. $Pd(OAc)_2$ has proven to be an efficient catalyst for the successful dual transformation of diazonium salts into p-quaterphenyl (3).

Synthesis and Biological Activities of (4-Arylpiperazinyl)piperidines as Nonpeptide BACE 1 Inhibitors

  • Boja, Poojary;Won, Sun-Woo;Suh, Dong-Hoon;Chu, Jeong-Hyun;Park, Woo-Kyu;Lim, Hee-Jong
    • Bulletin of the Korean Chemical Society
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    • 제32권4호
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    • pp.1249-1252
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    • 2011
  • Inhibition of BACE 1 activity is considered as a promising therapeutic target for Alzheimer's Disease (AD). Synthesis and inhibitory activities of (4-arylpiperazinyl)piperidines by bioisosteric replacement of a biaryl group with an arylpiperazine as BACE 1 inhibitors are described. The resulting (4-arylpiperazinyl)piperidines represent novel nonpeptide BACE 1 inhibitors with improved in vitro potency.

생리활성 oligopeptide 합성에 관한 연구 -분자내 Ullmann coupling 반응 연구

  • 정영훈;류경인;송정남
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
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    • pp.220-220
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    • 1994
  • 출발물질로 L-tyrosine을 사용하여 요오드화, 에스테르화, N-BOC 및 0-Bn보호기화 및 N 탈보호기화를 행하여 5단계에 걸쳐 41%의 수율로 methyl 0-Bn-3-iodotyrosinate를 합성하였다. 또한 Ullmann coupling의 반응성 향상을 위해 5위치에 nilro기가 도입된 methyl 0-Bn-3-iodo-5-nitrotyrosinate를 좋은 수율로 합성하였다. 이들에 N-BOC-tyrosine을 결합시켜 대응하는 dipeptide를44% 및 39%의 수율로 각각 얻었다. 일단 dipeptide에 대해 Ullmann coupling을 행하였으나 원하는 cyclic product는 얻을수 없었다. 전년도에 이어 methyl N-BOC-0-Bn-3-hydroxytyrosinate를 합성하였다. 이로 부터 4-iodobenzaldehyde에 Ullmann coupling을 행하여 원하는 페놀성 biaryl ether를 합성하고자 하였다. 또한 $\beta$-hydroxyhomoserine의 합성을 위해 출발물질로 cis-1,4-buterdiol을 사용하여 12단계의 합성반응을 행하여 좋은수율로 원하는 화합물을 합성하였다.

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Rhodium-Catalyzed Highly Regioselective C-H Arylation of Imidazo[1,2-a]pyridines with Aryl Halides and Triflates

  • Liu, Yi;He, Lin;Yin, Guoqiang;Wu, Guojie;Cui, Yingde
    • Bulletin of the Korean Chemical Society
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    • 제34권8호
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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.

Thermal Formation of Polycyclic Aromatic Hydrocarbons from Cyclopentadiene (CPD)

  • Kim, Do-Hyong;Kim, Jeong-Kwon;Jang, Seong-Ho;Mulholland, James A.;Ryu, Jae-Yong
    • Environmental Engineering Research
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    • 제12권5호
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    • pp.211-217
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    • 2007
  • Polycyclic aromatic hydrocarbon growth from cyclopentadiene (CPD) pyrolysis was investigated using a laminar flow reactor operating in a temperature range of 600 to $950^{\circ}c$. Major products from CPD pyrolysis are benzene, indene and naphthalene. Formation of observed products from CPD is explained as follows. Addition of the cyclopentadienyl radical to a CPD $\pi$-bond produces a resonance-stabilized radical, which further reacts by one of three unimolecular channels: intramolecular addition, C-H bond $\beta$-scission, or C-C bond $\beta$-scission. The intramolecular addition pathway produces a 7-norbornenyl radical, which then decomposes to indene. Decomposition by C-H bond $\beta$-scission produces a biaryl intermediate, which then undergoes a ring fusion sequence that has been proposed for dihydrofulvalene-to-naphthalene conversion. In this study, we propose C-C bond $\beta$-scission pathway as an alternative reaction channel to naphthalene from CPD. As preliminary computational analysis, Parametric Method 3 (PM3) molecular calculation suggests that intramolecular addition to form indene is favored at low temperatures and C-C bond $\beta$-scission leading to naphthalene is predominant at high temperatures.