• Title/Summary/Keyword: Arylboronic acids

Search Result 6, Processing Time 0.019 seconds

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
    • /
    • v.30 no.11
    • /
    • pp.2697-2700
    • /
    • 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 Neopentyl Biphenylsulfonates Using the Suzuki-Miyaura Reaction

  • Cho, Chul-Hee;Kim, Chul-Bae;Sun, Myung-Chul;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
    • /
    • v.24 no.11
    • /
    • pp.1632-1636
    • /
    • 2003
  • Palladium-catalyzed cross-coupling reactions of neopentyloxysulfonylphenyl bromides with arylboronic acids provided a variety of neopentyl biphenylsulfonates in good yields. 2-Bromo- and 4-bromobenzenesulfonates underwent the coupling reaction more rapidly than 3-bromobenzenesulfonate, while chlorobenzenesulfonate did not produce the coupling product under the standard reaction conditions.

Solid-phase Synthesis of 7-Aryl-benzo[b][1,4]oxazin-3(4H)-one Derivatives on a BOMBA Resin Utilizing the Smiles Rearrangement

  • Lee, Ji-Min;Yu, Eun-Ae;Park, Joo-Yeon;Ryu, In-Ae;Shin, Dong-Soo;Gong, Young-Dae
    • Bulletin of the Korean Chemical Society
    • /
    • v.30 no.6
    • /
    • pp.1325-1330
    • /
    • 2009
  • A general method has been developed for the solid phase synthesis of drug-like 7-aryl-benzo[b][1,4]oxazin-3(4H)- one derivatives 6. The method relies on a novel, microwave irradiation promoted cyclization reaction of the BOMBA resin bound, N-substituted-$\alpha$-(2-chloro-4-bromophenoxy)acetamide 3 that takes place via a Smiles rearrangement. The 7-bromobenzo[1,4]oxazine 4, produced in this process is converted to 7-aryloxazin analogs 5 by utilizing Suzuki coupling with various substituted arylboronic acids. Finally, the target 7-aryl-benzo[b][1,4]oxazin-3(4H)-ones 6 are liberated from the resin by treatment with 5% TFA. The progress of the reactions involved in this preparative route can be monitored by using ATR-FTIR spectroscopy on a single bead. The target compounds, obtained by using this five-step sequence, are produced in high yields and purities.