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Volumn 44, Issue 9, 2005, Pages 1371-1375

Highly reactive, general, and long-lived catalysts for coupling heteroaryl and aryl chlorides with primary nitrogen nucleophiles

Author keywords

Amination; Heterocycles; Homogenenous catalysis; P ligands; Palladium

Indexed keywords

AMINES; CATALYSIS; CHLORINE COMPOUNDS; DECOMPOSITION; PALLADIUM COMPOUNDS;

EID: 14844330054     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462629     Document Type: Article
Times cited : (343)

References (48)
  • 1
    • 0042291889 scopus 로고    scopus 로고
    • (Ed.: D. Astruc), Wiley-VCH, Weinheim
    • J. F. Hartwig in Modern Arene Chemistry (Ed.: D. Astruc), Wiley-VCH, Weinheim, 2002, p. 107.
    • (2002) Modern Arene Chemistry , pp. 107
    • Hartwig, J.F.1
  • 5
    • 0013319981 scopus 로고    scopus 로고
    • A. F. Littke, G. C. Fu, Angew. Chem. 2002, 114, 4350; Angew. Chem. Int. Ed. 2002, 41, 4176.
    • (2002) Angew. Chem. , vol.114 , pp. 4350
    • Littke, A.F.1    Fu, G.C.2
  • 6
    • 0037112673 scopus 로고    scopus 로고
    • A. F. Littke, G. C. Fu, Angew. Chem. 2002, 114, 4350; Angew. Chem. Int. Ed. 2002, 41, 4176.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4176
  • 8
    • 0037122141 scopus 로고    scopus 로고
    • J. P. Stambuli, R. Kuwano, J. F. Hartwig, Angew. Chem. 2002, 114, 4940; Angew. Chem. Int. Ed. 2002, 41, 4746.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4746
  • 16
    • 0001577807 scopus 로고    scopus 로고
    • G. Y. Li, Angew. Chem. 2001, 113, 1561; Angew. Chem. Int. Ed. 2001, 40, 1513.
    • (2001) Angew. Chem. , vol.113 , pp. 1561
    • Li, G.Y.1
  • 17
    • 0035901659 scopus 로고    scopus 로고
    • G. Y. Li, Angew. Chem. 2001, 113, 1561; Angew. Chem. Int. Ed. 2001, 40, 1513.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1513
  • 33
    • 0029905037 scopus 로고    scopus 로고
    • Some early reactions of pyridyl bromides with amines were reported with more flexible and aromatic bisphosphines, but the scope and activity of these catalytic reactions were limited, particularly with primary amines and chloropyridines: S. Wagaw, S. L. Buchwald, J. Org. Chem. 1996, 61, 7240.
    • (1996) J. Org. Chem. , vol.61 , pp. 7240
    • Wagaw, S.1    Buchwald, S.L.2
  • 34
    • 14844337158 scopus 로고    scopus 로고
    • Note
    • (R)-(-)-Di-tert-butyl-{1-[-(S)-2-(dicyclohexylphosphanyl)ferrocenyl] ethyl}phosphine [158923-11-6], Strem catalog number 26-0975.
  • 35
    • 0032578172 scopus 로고    scopus 로고
    • For early success with less hindered and less electron-donating members of the Josiphos family of ligands, see: B. C. Hamann, J. F. Hartwig, J. Am. Chem. Soc. 1998, 120, 7369.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 7369
    • Hamann, B.C.1    Hartwig, J.F.2
  • 39
    • 14844334688 scopus 로고
    • (Eds.: C. Eaborn, N. B. Chapman), Elsevier, Amsterdam
    • J. Miller in Reaction Mechanisms in Organic Chemistry, Vol. 8 (Eds.: C. Eaborn, N. B. Chapman), Elsevier, Amsterdam, 1968, p. 408; K. Vinter-Pasquier, B. Jamart-Gregoire, P. Caubere, Heterocycles 1997, 45, 2113.
    • (1968) Reaction Mechanisms in Organic Chemistry, Vol. 8 , vol.8 , pp. 408
    • Miller, J.1
  • 40
    • 0000454654 scopus 로고    scopus 로고
    • J. Miller in Reaction Mechanisms in Organic Chemistry, Vol. 8 (Eds.: C. Eaborn, N. B. Chapman), Elsevier, Amsterdam, 1968, p. 408; K. Vinter-Pasquier, B. Jamart-Gregoire, P. Caubere, Heterocycles 1997, 45, 2113.
    • (1997) Heterocycles , vol.45 , pp. 2113
    • Vinter-Pasquier, K.1    Jamart-Gregoire, B.2    Caubere, P.3
  • 42
    • 14844306760 scopus 로고    scopus 로고
    • Note
    • With 3 equiv of amine, no diarylation product was observed (Table 2, entry 4).
  • 46
    • 0011411784 scopus 로고    scopus 로고
    • and reference [41]
    • For the use of this base to improve functional-group tolerance with other catalysts, see: M. C. Harris, X. Huang, S. L. Buchwald, Org. Lett. 2002, 4, 2885, and reference [41].
    • (2002) Org. Lett. , vol.4 , pp. 2885
    • Harris, M.C.1    Huang, X.2    Buchwald, S.L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.