• Title/Summary/Keyword: Biaryls

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Tris(2-methoxyphenyl)phosphine as a Highly Active Ligand for the Synthesis of Biaryls by Suzuki Coupling Reaction

  • Kang, Pill-Seong;Ko, Sung-Bo;Ko, Jang-Myoun;Park, Jeong-Ho
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2697-2700
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    • 2009
  • A $Pd(OAc)_2/(o-MeOPh)_3P$ system has been developed for the catalytic Suzuki coupling of aryl bromides with arylboronic acids. Our catalyst system covers a broad spectrum of commonly available arylboronic acids and aryl bromides to provide biaryls in very good yields. The catalyst system works very well in the synthesis of sterically hindered biaryls.

Synthesis of Cyclohexene Derivatives from 1,5-Enynes via Gold-Catalysis and Iodocyclization: A Comparative Study and Applications in the Synthesis of 7/5- or 8/5-Fused Rings and Biaryls

  • Lee, Young-Un;Lim, Choong-Min;Kim, Sung-Hwan;Shin, Seung-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.670-677
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    • 2010
  • A comparative study on the Au(I)-catalyzed and IBr-promoted tandem cyclization of 1,5-enyne was reported. This study provides a meaningful mechanistic insight to the concerted nature of this tandem reaction and also provides interesting applications in the synthesis of 7/5- or 8/5-fused bicycles and biaryls.

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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    • v.32 no.spc8
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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).

Selective Dehalogenative Homocoupling of Haloarylsulfonates by th Use of Palladium Catalyst

  • Lee, Tae Su;An, Jeong Ho;Kim, Jin Hwan;Bae, Jin Yeong
    • Bulletin of the Korean Chemical Society
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    • v.22 no.4
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    • pp.375-378
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    • 2001
  • The palladium catalyzed dehalogenative homocoupling of haloarylsulfonates under reductive conditions has proceeded selectively depending on the type of the halogen. Thus, an iodo or a bromo leaving group of haloarylsulfonates was homocoupled to gi ve symmetrical biaryls in good yields with the sulfonate group intact, whereas a chloro leaving group gave no reaction under the conditions used. When the more reactive nickel catalyst was employed instead of the palladium catalyst in the reaction, both dehalogenative and desulfonative homocouplings of haloarylsulfonates occurred regardless of the type of the halogen used.

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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    • v.31 no.9
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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.