Sequential Suzuki-Miyaura Cross-coupling Reactions of 4-Halopyrazolyl MIDA 3-Boronates : A Modular Synthetic Entry to 3,4-Bis(hetero)aromatic Pyrazoles

この論文にアクセスする

この論文をさがす

著者

    • DELAUNAY Thierry
    • Institut de Chimie et Biochimie Moleculaires et Supramoleculaires (UMR 5246 du CNRS), Universite Lyon 1, CPE Lyon
    • MONTEIRO Nuno
    • Institut de Chimie et Biochimie Moleculaires et Supramoleculaires (UMR 5246 du CNRS), Universite Lyon 1, CPE Lyon
    • BALME Genevieve
    • Institut de Chimie et Biochimie Moleculaires et Supramoleculaires (UMR 5246 du CNRS), Universite Lyon 1, CPE Lyon

抄録

The 1,3-dipolar cycloaddition of <i>N</i>-arylsydnones with ethynyl MIDA boronate produces mixtures of the corresponding regioisomeric pyrazolyl 3(4)-boronates, with the pyrazolyl 3-boronates predominating by a factor of 7:3. Further C-4 iodination of the latter opened access to 4-iodopyrazolyl MIDA 3-boronates as valuable scaffolds for the elaboration of unsymmetrically 1,3,4-trisubstituted pyrazole derivatives via Suzuki cross-coupling reactions.

収録刊行物

  • Chemistry letters

    Chemistry letters 40(12), 1434-1436, 2011-12-05

    公益社団法人 日本化学会

参考文献:  21件中 1-21件 を表示

  • <no title>

    LAMBERTH C.

    Heterocycles 71, 1467, 2007

    被引用文献1件

  • <no title>

    EICHER T.

    The Chemistry of Heterocycles : Structures, Reactions, Synthesis, and Applications 179, 2003

    被引用文献1件

  • <no title>

    BROWNE D. L.

    Angew. Chem., Int. Ed. 46, 8656, 2007

    被引用文献1件

  • <no title>

    GOIKHMAN R.

    J. Am. Chem. Soc. 131, 3042, 2009

    被引用文献1件

  • <no title>

    ARBACIAUSKIENE E.

    Tetrahedron 65, 7817, 2009

    被引用文献1件

  • <no title>

    DELAUNAY T.

    Org. Lett. 12, 3328, 2010

    被引用文献1件

  • <no title>

    DELAUNAY T.

    Eur. J. Org. Chem. 3837, 2011

    被引用文献1件

  • <no title>

    HALL D. G.

    Boronic Acids, 2005

    被引用文献1件

  • <no title>

    ZHAO Z.-G.

    Synth. Commun. 37, 137, 2007

    被引用文献1件

  • <no title>

    LI G.

    Tetrahedron Lett. 48, 4595, 2007

    被引用文献1件

  • <no title>

    ESKILDSEN J.

    Synthesis 1053, 2001

    被引用文献1件

  • <no title>

    PAULSON A. S.

    J. Org. Chem. 67, 3904, 2002

    被引用文献1件

  • <no title>

    DESPOTOPOULOU C.

    Org. Lett. 11, 3326, 2009

    被引用文献1件

  • <no title>

    BROWNE D. L.

    J. Am. Chem. Soc. 131, 7762, 2009

    被引用文献1件

  • <no title>

    TOBISU M.

    Angew. Chem., Int. Ed. 48, 3565, 2009

    被引用文献1件

  • <no title>

    GILLIS E. P.

    Aldrichimica Acta 42, 17, 2009

    被引用文献1件

  • <no title>

    STRUBLE J. R.

    Tetrahedron 66, 4710, 2010

    被引用文献1件

  • <no title>

    BROWNE D. L.

    Tetrahedron 66, 553, 2010

    被引用文献1件

  • <no title>

    CASTANET A.-S.

    Tetrahedron Lett. 43, 5047, 2002

    被引用文献1件

  • <no title>

    KNAPP D. M.

    J. Am. Chem. Soc. 131, 6961, 2009

    被引用文献1件

  • electronically on the CSJ-Journal

    http://www.csj.jp/journals/chem-lett/index.html

    被引用文献1件

各種コード

  • NII論文ID(NAID)
    10030221654
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
ページトップへ