Palladium(II)-Catalyzed Conjugate Addition of Aromatics to α,β-Unsaturated Ketones and Aldehydes with Arylantimony Compounds

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Triarylstibines react with <i>α</i>,<i>β</i>-unsaturated ketones and aldehydes in acetic acid at room temperature in the presence of AgOAc and a catalytic amount of Pd(OAc)<sub>2</sub> to afford the conjugate addition products (the formal hydroarylated compounds to an olefinic part) in good yields. In contrast, diarylantimony chlorides, arylantimony dichlorides, and diphenylantimony acetate react with the enones and enals even in the absence of AgOAc to afford the same products in higher yields compared with those from triarylstibines. These are new C–C bond-forming reactions using arylantimony(III) compounds in which the formation of a palladium enolate or a trivalent antimony enolate is proposed as an intermediate.

収録刊行物

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 69(8), 2341-2348, 1996-08-15

    The Chemical Society of Japan

参考文献:  45件中 1-45件 を表示

  • <no title>

    FREEDMAN L. D.

    The Chemistry of the Metal-Carbon Bond 5, 397-413, 1989

    被引用文献1件

  • <no title>

    HUANG Y.-Z.

    Acc. Chem. Res. 25, 182, 1992

    被引用文献3件

  • <no title>

    FREEDMAN L. D.

    J. Organomet. Chem. 477, 1, 1994

    被引用文献1件

  • <no title>

    FREEDMAN L. D.

    J. Organomet. Chem. 486, 1, 1995

    被引用文献1件

  • <no title>

    FREEDMAN L. D.

    J. Organomet. Chem. 496, 137, 1995

    被引用文献1件

  • <no title>

    MALINOVSKY M. S.

    Zh. Obshch. Khim. 25, 122, 1955

    被引用文献1件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 50, 1646e, 1956

    被引用文献4件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 25, 2437, 1955

    被引用文献1件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 50, 1646e, 1956

    被引用文献4件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 26, 118, 1956

    被引用文献1件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 50, 1646e, 1956

    被引用文献4件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 26, 1402, 1956

    被引用文献1件

  • <no title>

    MALINOVSKY M. S.

    Chem. Abstr. 50, 1646e, 1956

    被引用文献4件

  • <no title>

    BARTON D. H. R.

    Tetrahedron 44, 5661, 1988

    被引用文献4件

  • <no title>

    BARTON D. H. R.

    Tetrahedron 46, 3111, 1990

    被引用文献1件

  • <no title>

    ASANO R.

    Bull. Chem. Soc. Jpn. 46, 2910, 1973

    被引用文献5件

  • <no title>

    KAWAMURA T.

    Bull. Chem. Soc. Jpn. 50, 2021, 1977

    被引用文献5件

  • <no title>

    KIKUKAWA K.

    Tetrahedron Lett. 25, 5789, 1984

    被引用文献1件

  • <no title>

    IKENAGA K.

    J. Org. Chem. 52, 1276, 1987

    被引用文献1件

  • <no title>

    GOEL A. B.

    Inorg. Chim. Acta 76, L95, 1983

    被引用文献1件

  • <no title>

    GOEL A. B.

    Tetrahedron Lett. 25, 391, 1984

    被引用文献1件

  • <no title>

    CHO C. S.

    J. Org. Chem. 60, 274, 1995

    被引用文献4件

  • <no title>

    CHO C. S.

    Tetrahedron Lett. 35, 1275, 1994

    被引用文献4件

  • <no title>

    PERLMUTTER P.

    Conjugate Addition Reactions in Organic SynThesis, 1992

    被引用文献13件

  • <no title>

    HECK R. F.

    Palladium Reagents in Organic Syntheses Cha 6, 1985

    被引用文献1件

  • <no title>

    HASSNER A.

    Organic Syntheses Based on Name Reactions and Unnamed Reactions 138, 1994

    被引用文献1件

  • <no title>

    GOUDIE A. C.

    J. Med. Chem. 21, 1260, 1978

    被引用文献1件

  • <no title>

    NUNN M.

    J. Organomet. Chem. 251, C45, 1983

    被引用文献1件

  • <no title>

    BAUER G.

    Chem. Ber. 109, 2231, 1976

    被引用文献1件

  • <no title>

    WANG Z.

    J. Chem. Soc., Chem. Commun. 1996, 535

    被引用文献1件

  • <no title>

    CHO C. S.

    J. Org. Chem. 60, 883, 1995

    被引用文献6件

  • <no title>

    FUJIWARA Y.

    J. Am. Chem. Soc. 91, 7166, 1969

    被引用文献7件

  • <no title>

    HIERS G. S.

    Org. Synth., Coll. I, 550, 1941

    被引用文献1件

  • <no title>

    BRILL T. B.

    Inorg. Chem. 11, 225, 1972

    被引用文献1件

  • <no title>

    TALALAEVA T. V.

    J. Gen. Chem. USSR (Engl. Transl. ) 16, 777, 1946

    被引用文献1件

  • <no title>

    Chem. Abstr. 41, 1215, 1947

    被引用文献1件

  • <no title>

    GLUSHKOVA V. P.

    Sb. Statei Obshch. Khim. 2, 992, 1953

    被引用文献1件

  • <no title>

    GLUSHKOVA V. P.

    Chem. Abstr. 49, 6859, 1955

    被引用文献1件

  • <no title>

    HARRIS J. I.

    J. Chem. Soc. 1947, 1568

    被引用文献1件

  • <no title>

    BONE S. P.

    J. Organomet. Chem. 184, 181, 1980

    被引用文献1件

  • <no title>

    TISHCHENKO I. G.

    Zh. Obshch. Khim. 33, 141, 1963

    被引用文献1件

  • <no title>

    TISHCHENKO I. G.

    Chem. Abstr. 59, 2636h, 1963

    被引用文献1件

  • <no title>

    ITATANI H.

    J. Am. Oil Chem. Soc. 44, 147, 1967

    被引用文献2件

  • <no title>

    AMORESE A.

    Tetrahedron 45, 813, 1989

    DOI 被引用文献1件

  • <no title>

    DE KETELAERE R. F.

    J. Organomet. Chem. 30, 365-368, 1971

    DOI 被引用文献3件

各種コード

  • NII論文ID(NAID)
    10008907601
  • NII書誌ID(NCID)
    AA00580132
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    00092673
  • NDL 記事登録ID
    4060557
  • NDL 雑誌分類
    ZP1(科学技術--化学・化学工業)
  • NDL 請求記号
    Z53-B35
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    CJP書誌  NDL  J-STAGE 
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