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Volumn 68, Issue 14, 2003, Pages 5534-5539

B-alkyl suzuki-miyaura cross-coupling reactions with air-stable potassium alkyltrifluoroborates

Author keywords

[No Author keywords available]

Indexed keywords

CROSS-COUPLING REACTIONS;

EID: 0038337802     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0343331     Document Type: Article
Times cited : (150)

References (97)
  • 2
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    • Diederich, F., Stang, P. J., Eds.; VCH: Weinheim, Germany
    • (b) Suzuki, A. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; VCH: Weinheim, Germany, 1998; pp 49-97.
    • (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 49-97
    • Suzuki, A.1
  • 15
    • 0003417469 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
    • Tamao, K. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3.
    • (1991) Comprehensive Organic Synthesis , vol.3
    • Tamao, K.1
  • 27
    • 0026418434 scopus 로고
    • (b) Trost, B. M. Science 1991, 254, 1471-1477.
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 88
    • 0038739596 scopus 로고    scopus 로고
    • note
    • 2 hydroboration conditions, but starting material was recovered.
  • 90
    • 0038739599 scopus 로고    scopus 로고
    • note
    • For example, when 2 reacted with 4-acetylphenyltriflate, after 8 h the major compound was 5a (isolated in 65% yield), and a reaction time of 18 h afforded a 70% of the 4-acetyltoluene 4a.
  • 94
    • 0038063130 scopus 로고
    • Spectroscopic and physical data of 7a, 7e (see ref 16), and 7f were identical to those described in the literature: Savin, V. I. J. Org. Chem. USSR (Engl. Transl.) 1992, 28, 35-41.
    • (1992) J. Org. Chem. USSR (Engl. Transl.) , vol.28 , pp. 35-41
    • Savin, V.I.1
  • 95
    • 0037725467 scopus 로고    scopus 로고
    • note
    • To fully assess the reactivity of the iodoaryls, 4′-iodoacetophenone was also tested under similar conditions. No product was observed after 3 days, with a high proportion of acetophenone formation, showing the lack of reactivity in the transmetalation step, and subsequent protodehalogenation after prolonged heating.
  • 96
    • 0038739595 scopus 로고    scopus 로고
    • note
    • Spectroscopic and physical data of 4a-f, 4h, and 2j-k were identical to those of authentic samples available from Aldrich.
  • 97
    • 0038739597 scopus 로고    scopus 로고
    • note
    • 2 was used. See ref 43.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.