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Volumn 5, Issue 4, 2014, Pages 1361-1367

Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL LITHIUM REAGENTS; C-C BOND FORMATION; CROSS COUPLING REACTIONS; HIGH SELECTIVITY; ORGANIC SYNTHESIS; ORGANOLITHIUM REAGENT; ORGANOMETALLIC REAGENT; REDUCTION PRODUCTS;

EID: 84897735057     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c3sc53047g     Document Type: Article
Times cited : (74)

References (63)
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    • For other metal-catalysed cross-coupling of secondary alkyl organometallic reagents, see: iron
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  • 48
    • 0000554756 scopus 로고    scopus 로고
    • were not suitable for the cross-coupling with secondary alkyllithium reagents (see ESI for further details) Control experiments, in which (4-methoxyphenyl)lithium was added slowly to a solution of 2-bromopropane and catalyst, were carried out in order to check whether (or not) the products coming from the lithium-halogen exchange could also couple under the reaction conditions. These experiments did not show positive results and only very little conversion to the cross-coupled product was observed (see ESI for further details)
    • M. Kranenburg P. C. J. Kamer P. W. N. M. van Leeuwen Eur. J. Inorg. Chem. 1998 155 157
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    • Kranenburg, M.1    Kamer, P.C.J.2    Van Leeuwen, P.W.N.M.3
  • 49
    • 33748117026 scopus 로고
    • See ESI for further details For a recent report on the synthesis of triarymethanes via deprotonative-cross-coupling processes, see
    • G. Rieveschl F. E. Ray Chem. Rev. 1938 23 287 389
    • (1938) Chem. Rev. , vol.23 , pp. 287-389
    • Rieveschl, G.1    Ray, F.E.2
  • 56
    • 50249152936 scopus 로고    scopus 로고
    • 2. Also in the carbolithiation a competing pathway is the anionic polymerisation of styrene, see
    • A.-M. L. Hogan D. F. O'Shea Chem. Commun. 2008 3839 3851
    • (2008) Chem. Commun. , pp. 3839-3851
    • Hogan, A.-M.L.1    O'Shea, D.F.2
  • 62
    • 57549099215 scopus 로고    scopus 로고
    • We cannot exclude the lithium-halogen exchange that would also afford the reduced arene after quenching
    • R. Martin S. L. Buchwald Acc. Chem. Res. 2008 41 1461 1473
    • (2008) Acc. Chem. Res. , vol.41 , pp. 1461-1473
    • Martin, R.1    Buchwald, S.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.