• 제목/요약/키워드: Aryl chloride

검색결과 29건 처리시간 0.02초

Tin-Free Three-Component Coupling Reaction of Aryl Halides, Norbornadiene (or Norbornene), and Alkynols Using a Palladium Catalyst

  • Choi, Cheol-Kyu;Hong, Jin-Who;Tomita, Ikuyoshi;Endo, Takeshi
    • Bulletin of the Korean Chemical Society
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    • 제23권1호
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    • pp.112-118
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    • 2002
  • Good-to-excellent yields of 2,3-Disubstituted norbornenes (or norbornanes) were obtained using a Pd/Cu catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene (or norbornene), and alkynols in toluene at $100{\circ}C$ in the presence of 5.5 M NaOH as a base and benzyltriethylammonium chloride as a phase transfer catalyst. The results of experiments using various aromatic halides suggest that the ternary coupling reaction is promoted by bromide.

A Facial Protocol for the Synthesis of Benzofuran Derivatives by the Reaction of o-Hydroxy Aryl Ketone, Amine and Chloroacetyl Chloride

  • Xia, Shuai;Wang, Xiu-Hua;Liu, Ji-Qiang;Liu, Chang;Chen, Jian-Bin;Zuo, Hua;Xie, Yong-Sheng;Dong, Wen-Liang;Shin, Dong-Soo
    • Bulletin of the Korean Chemical Society
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    • 제35권6호
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    • pp.1743-1748
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    • 2014
  • A facile and effective method has been developed for the synthesis of a novel series of benzofuran derivatives via N-acylation, O-alkylation and intramolecular condensation reactions, starting from readily available substituted o-hydroxy aryl ketone, and chloroacetyl arylamides. This metal-free transition process is characterized by mild reaction conditions, atom economy, short reaction time and a high yield with a decreased amount of by-products.

Convenient Synthesies of Carboxylic Esters and Thiol Esters Using Acid Chlorides and Zinc Chloride

  • Kim, Sung-Gak;Lee, Won-Jae;Lee, Jae-ln
    • Bulletin of the Korean Chemical Society
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    • 제5권5호
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    • pp.187-190
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    • 1984
  • Reaction of acid chlorides with primary alcohols, secondary alcohols, and aryl alcohols in the presence of a catalytic amount of zinc chloride gave the corresponding esters in high yields, whereas the reaction with tertiary alcohols failed to give the esters due to the fast solvolytic reactions of tertiary alcohols with hydrogen chloride generated from the reaction. The use of molecular sieves as a scavenger for hydrogen chloride was found to be moderately effective in the reaction of mesitoyl chloride with tertiary alcohols. Reaction of acid chlorides with thiols in the presence of zinc chloride in acetonitrile proceeded cleanly, yielding the corresponding thiol esters in high yields.

Direct Palladium-Catalyzed C-4 Arylation of Tri-substituted Furans with Aryl Chlorides: An Efficient Access to Heteroaromatics

  • Yang, Hai;Zheng, Zhishuo;Zeng, Jian;Liu, Huajie;Yi, Bing
    • Bulletin of the Korean Chemical Society
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    • 제33권8호
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    • pp.2623-2626
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    • 2012
  • A series of functionalized furans were synthesized by way of a palladium-catalyzed coupling reaction of 2,3,5-trisubstituted furans with aryl chlorides through C-H bond cleavages at C-4 position. The feature of the reaction was facilitative preparation of furan derivatives with good functional group tolerance. All reactions gave the desired products in moderate to good yields in the presences of $BuAd_2P$ and t-BuOK in DMF at $120^{\circ}C$ after 15 h.

Synthesis and Cycloaddition Reactions of N-Aryl-2-furohydrazonyl Chlorides

  • S, Shawali-Ahmad;M, Hassaneen-Hamdi;A, Ibrahim-Hossin
    • Archives of Pharmacal Research
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    • 제13권2호
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    • pp.126-131
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    • 1990
  • The novel N-phenyl-2-furohydrazonyl chloride 4A and its p-nitro analog 4B have been prepared and identified. The cycloaddition reactions of nitrilimines 5A and 5B, derived by base catalyzed dehydrochlorination of 4A and 4B respectively, to a variety of dipolarophiles were investigated. The results showed that 4A and 4B are usuful precursors for synthesis of differently substituted 3-(2-furyl)-2-pyrazoline derivatives and their pyrazoles and analogs.

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Poly(N,N'-Dichloro-N-ethyl-benzene-1,3-disulfonamide) and N,N,N',N'-Tetrachlorobenzene-1,3-disulfonamide as Efficient Reagents to Direct Oxidative Conversion of Thiols and Disulfide to Sulfonyl Chlorides

  • Veisi, Hojat;Ghorbani-Vaghei, Ramin;Mahmoodi, Jafar
    • Bulletin of the Korean Chemical Society
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    • 제32권10호
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    • pp.3692-3695
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    • 2011
  • Poly(N,N'-Dichloro-N-ethyl-benzene-1,3-disulfonamide) (PCBS) and N,N,N',N'-Tetrachlorobenzene-1,3-disulfonamide (TCBDA) were found to be a mild and efficient reagent for the direct oxidative conversion of sulfur compounds to the corresponding arenesulfonyl chlorides in good to excellent yields through the oxidative chlorination. The overall process is simple, practical, and it provides convenient access to a variety of aryl or heteroarylsulfonyl chlorides. The mild reaction conditions and the broad substrate scope render this method attractive, and complementary to existing syntheses of aryl or heteroarylsulfonyl chlorides.

Silica Supported Tungstosilicic Acid as an Efficient and Reusable Catalyst for the One-Pot Synthesis of β-Acetamido Ketones via a Four-Component Condensation Reaction

  • Nasr-Esfahani, Masoud;Montazerozohori, Morteza;Gholampour, Tahere
    • Bulletin of the Korean Chemical Society
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    • 제31권12호
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    • pp.3653-3657
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    • 2010
  • Silica supported tungstosilicic acid has been used as an effective catalyst for a modified Dakin-West one-pot, four-component condensation of an aryl aldehyde, an aryl ketone, acetyl chloride and acetonitrile for the synthesis of $\beta$-acetamido ketones. This catalytic system can act as an active, inexpensive, recoverable and recyclable catalyst. Some advantages of this system are short reaction times, good to excellent yields, easy work up and the ability to be carried out at the large scale reactions.

비에테르성 용매중에서 에테르촉매를 사용한 그리냐르반응에 의한 유기스탄닐화합물의 합성 (The Syntheses of Organostannyl Compounds by Grignard Reaction Catalyzed by Ether in Non-ethereal Media)

  • 서배석;이일규
    • 대한화학회지
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    • 제23권6호
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    • pp.392-395
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    • 1979
  • 몇가지 유기할로겐화물, 즉 브롬화에틸, 염화부틸, 브롬화페닐 및 염화벤질등을 탄화수소중에서 그리냐르법으로 무수사염화주석과 반응시켰다. 이때 소량의 에테르를 그리냐르반응단계에서 계내에 투입하엿을 때 보다 용이하게 반응이 진행되어 좋은 수율로 유기주석화합물들을 얻을 수 있었다.

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H2O2/SiO2-FeCl3 계를 이용한 Benzimidazoles의 효율적인 합성 (An Efficient Procedure for the Synthesis of Benzimidazoles Using H2O2/SiO2-FeCl3 System)

  • Fazlinia, Abbas;Mosslemin, Mohammad Hossein;Sadoughi, Hesamaddin
    • 대한화학회지
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    • 제54권5호
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    • pp.579-581
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    • 2010
  • Solid silica supported ferric chloride ($SiO_2-FeCl_3$) 촉매를 이용하여 다양한 benzimidazoles의 one-step 합성을 수행하였으며, 합성 방법이 간단하며, 화합물의 분리가 용이하며, 반응시간이 짧다.