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Volumn 62, Issue 49, 2006, Pages 11483-11498

Scope and selectivity in palladium-catalyzed directed C-H bond halogenation reactions

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; HYDROGEN;

EID: 33750468676     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.06.075     Document Type: Article
Times cited : (279)

References (97)
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    • (1996) Handbook of Grignard Reagents
  • 4
    • 0342473735 scopus 로고    scopus 로고
    • Knipe A.C., and Watts W.E. (Eds), Wiley, New York, NY
    • Crampton M.R. In: Knipe A.C., and Watts W.E. (Eds). Organic Reaction Mechanisms (2003), Wiley, New York, NY 275-286
    • (2003) Organic Reaction Mechanisms , pp. 275-286
    • Crampton, M.R.1
  • 6
    • 0003397781 scopus 로고    scopus 로고
    • Dieterich F., and Stang P.J. (Eds), Wiley-VCH, New York, NY
    • In: Dieterich F., and Stang P.J. (Eds). Metal Catalyzed Cross Coupling Reactions (1998), Wiley-VCH, New York, NY
    • (1998) Metal Catalyzed Cross Coupling Reactions
  • 18
    • 0003397781 scopus 로고    scopus 로고
    • Dieterich F., and Stang P.J. (Eds), Wiley-VCH, Weinheim
    • In: Dieterich F., and Stang P.J. (Eds). Metal Catalyzed Cross Coupling Reactions (1998), Wiley-VCH, Weinheim
    • (1998) Metal Catalyzed Cross Coupling Reactions
  • 44
    • 1842640096 scopus 로고    scopus 로고
    • and references therein
    • Roy A.H., and Hartwig J.F. Organometallics 23 (2004) 1533-1541 and references therein
    • (2004) Organometallics , vol.23 , pp. 1533-1541
    • Roy, A.H.1    Hartwig, J.F.2
  • 66
    • 33750430205 scopus 로고    scopus 로고
    • For some recent representative examples, see:
  • 71
    • 33750463006 scopus 로고    scopus 로고
    • A reviewer has suggested that the alkene halogenation reactions could proceed by a Wacker-type mechanism rather than by C-H activation/halogenation. This possibility is currently under investigation in our laboratories.
  • 76
    • 33750440094 scopus 로고    scopus 로고
    • note
    • Interestingly, such high selectivity for the functionalization of the more sterically hindered C-H bond was previously observed only with OH as a meta-substituent (see Ref. 10a) suggesting that the -OH and -NH functionalities might be playing a role in imparting this selectivity.
  • 79
    • 33750445179 scopus 로고    scopus 로고
    • For other examples of the directed C-H activation/functionalization of alkenes, see:
  • 87
    • 33750483853 scopus 로고    scopus 로고
    • note
    • Palladium (20 mol %) was required for this substrate to avoid the formation of the uncatalyzed products.
  • 88
    • 33750447907 scopus 로고    scopus 로고
    • note
    • 3 substrates did not afford the products of directed halogenation under our standard reaction conditions in the presence of a variety of different halogenating reagents. Ongoing efforts aim to develop methods for the halogenation of this class of substrates.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.