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Volumn 10, Issue 13, 2008, Pages 2765-2768

Negishi cross-couplings of unsaturated halides bearing relatively acidic hydrogen atoms with organozinc reagents

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EID: 55249105544     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8009013     Document Type: Article
Times cited : (110)

References (28)
  • 1
    • 20544450502 scopus 로고    scopus 로고
    • 2nd ed, de Meijere, A, Diederich, F, Eds, Wiley-VCH: Weinheim
    • (a) Metal-Catalyzed Cross-Coupling Reactions, 2nd ed.; de Meijere, A., Diederich, F., Eds., Wiley-VCH: Weinheim, 2004.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions
  • 4
    • 59949105529 scopus 로고    scopus 로고
    • Miyaura, N., Ed. Cross-Coupling Reactions. A Practical Guide Top. Curr. Chem. 2002, 219.
    • (d) Miyaura, N., Ed. Cross-Coupling Reactions. A Practical Guide Top. Curr. Chem. 2002, 219.
  • 17
    • 59949088378 scopus 로고    scopus 로고
    • Using Ni(acac)2 (2 mol %)/bipyridine 3 mol , some substrates could be coupled at elevated temperature with similar yields
    • 2 (2 mol %)/bipyridine (3 mol %), some substrates could be coupled at elevated temperature with similar yields.
  • 22
    • 59949099799 scopus 로고    scopus 로고
    • Other ligands tested gave lower yields
    • (e) Other ligands tested gave lower yields.
  • 23
    • 59949099444 scopus 로고    scopus 로고
    • a data, see http://www.chem.wisc.edu/areas/reich/pkatable/index.htmand references cited therein.
    • a data, see http://www.chem.wisc.edu/areas/reich/pkatable/index.htmand references cited therein.
  • 26
    • 0141645562 scopus 로고    scopus 로고
    • However, for the coupling of 5-bromoindole (2j), the zinc reagents 1a and 1b had to be prepared by transmetalation from the corresponding magnesium reagents. Control experiments have revealed accelerated cross-coupling reactions in the presence of magnesium salts. For the preparation of organomagnesium reagents, see:(a) Knochel, P.; Gommermann, N.; Kneisel, F.; Kopp, F.; Korn, T.; Sapountzis, I.; Vu, V. A. Angew. Chem., Int. Ed. 2003, 42, 4302.
    • However, for the coupling of 5-bromoindole (2j), the zinc reagents 1a and 1b had to be prepared by transmetalation from the corresponding magnesium reagents. Control experiments have revealed accelerated cross-coupling reactions in the presence of magnesium salts. For the preparation of organomagnesium reagents, see:(a) Knochel, P.; Gommermann, N.; Kneisel, F.; Kopp, F.; Korn, T.; Sapountzis, I.; Vu, V. A. Angew. Chem., Int. Ed. 2003, 42, 4302.
  • 28
    • 0038732070 scopus 로고    scopus 로고
    • For the reactivity of 1,1-bimetallic species toward protonation, see also: Knochel, P.; Normant, J. F. Tetrahedron Lett. 1986, 27, 1043.
    • (a) For the reactivity of 1,1-bimetallic species toward protonation, see also: Knochel, P.; Normant, J. F. Tetrahedron Lett. 1986, 27, 1043.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.