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Volumn 70, Issue 13, 2005, Pages 5133-5138

Copper-catalyzed cross-coupling of imines, acid chlorides, and organostannanes: A multicomponent synthesis of α-substituted amides

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; CATALYSIS; CHLORINE COMPOUNDS; COPPER; SUBSTITUTION REACTIONS; TIN;

EID: 20844460147     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0503557     Document Type: Article
Times cited : (39)

References (72)
  • 3
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    • Diederich, F., Stang, P. J., Eds.; Wiley-VCH: New York,; Chapter 4
    • (c) Mitchell, T. N. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: New York, 1998; Chapter 4.
    • (1998) Metal-Catalyzed Cross-Coupling Reactions
    • Mitchell, T.N.1
  • 26
    • 0038106171 scopus 로고    scopus 로고
    • For reviews: (a) Bloch, R. Chem. Rev. 1998, 98, 1407.
    • (1998) Chem. Rev. , vol.98 , pp. 1407
    • Bloch, R.1
  • 42
    • 20844459232 scopus 로고    scopus 로고
    • note
    • 3Sn-Ph does not undergo cross-coupling with imines at temperatures up to 110 °C.
  • 50
  • 55
    • 20844446903 scopus 로고    scopus 로고
    • note
    • 21
  • 63
    • 20844434897 scopus 로고    scopus 로고
    • note
    • 6, and CuCN) are also effective catalysts for this reaction, albeit at slightly diminished yields (see the Supporting Information for details).
  • 64
    • 0001673091 scopus 로고
    • Trost, B., Ed.; Pergamon Press: Oxford
    • α-Chloroamides, or N-acyliminium chlorides, are established to undergo rapid HCl elimination to generate enamides. See: Hiemstra, H.; Speckamp, W. N. In Comprehensive Organic Synthesis; Trost, B., Ed.; Pergamon Press: Oxford, 1991; Vol. 4, p 1047.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 1047
    • Hiemstra, H.1    Speckamp, W.N.2
  • 66
    • 0001878909 scopus 로고
    • and references within
    • (b) Lipshutz, B. H. Synlett 1990, 3, 119 and references within.
    • (1990) Synlett , vol.3 , pp. 119
    • Lipshutz, B.H.1
  • 72
    • 20844454017 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra of the products were obtained at elevated temperatures in order to equilibrate interconverting amide rotomers.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.