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Volumn 5, Issue 26, 2003, Pages 4987-4990

Synthesis of Secondary Arylamines through Copper-Mediated Intermolecular Aryl Amination

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC AMINE; COPPER; HALOGEN; IODINE DERIVATIVE; PHENYLENEDIAMINE DERIVATIVE;

EID: 0347286696     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035942y     Document Type: Article
Times cited : (154)

References (45)
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    • (1984) Tetrahedron , vol.40 , pp. 1433
    • Lindley, J.1
  • 7
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    • and references therein
    • Sorenson, R. J. J. Org. Chem. 2000, 65, 7747 and references therein.
    • (2000) J. Org. Chem. , vol.65 , pp. 7747
    • Sorenson, R.J.1
  • 15
    • 0032541260 scopus 로고    scopus 로고
    • For a review, see: (d) Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 2046. (e) Zim, D.; Buchwald, S. L. Org. Lett. 2003, 5, 2413. (f) Huang, X.; Anderson, K. W.; Zim, D.; Jiang, L.; Klapers, A.; Buchwald, S. L. J. Am. Chem. Soc. 2003, 125, 6653.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 2046
    • Hartwig, J.F.1
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    • 0041996505 scopus 로고    scopus 로고
    • For a review, see: (d) Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 2046. (e) Zim, D.; Buchwald, S. L. Org. Lett. 2003, 5, 2413. (f) Huang, X.; Anderson, K. W.; Zim, D.; Jiang, L.; Klapers, A.; Buchwald, S. L. J. Am. Chem. Soc. 2003, 125, 6653.
    • (2003) Org. Lett. , vol.5 , pp. 2413
    • Zim, D.1    Buchwald, S.L.2
  • 22
    • 0035821252 scopus 로고    scopus 로고
    • (e) For preparation of primary anilines using copper catalysis in liquid ammonia, see: Lang, F.; Zewge, D.; Houpis, I. N.; Volante, R. P. Tetrahedron Lett. 2001, 42, 3251. (f) Kwong, F. Y.; Klapars, A.; Buchwald, S. L. Org. Lett. 2002, 4, 581.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 3251
    • Lang, F.1    Zewge, D.2    Houpis, I.N.3    Volante, R.P.4
  • 23
    • 0037149057 scopus 로고    scopus 로고
    • (e) For preparation of primary anilines using copper catalysis in liquid ammonia, see: Lang, F.; Zewge, D.; Houpis, I. N.; Volante, R. P. Tetrahedron Lett. 2001, 42, 3251. (f) Kwong, F. Y.; Klapars, A.; Buchwald, S. L. Org. Lett. 2002, 4, 581.
    • (2002) Org. Lett. , vol.4 , pp. 581
    • Kwong, F.Y.1    Klapars, A.2    Buchwald, S.L.3
  • 37
    • 0347278502 scopus 로고    scopus 로고
    • note
    • Use of 1 equiv of CuOAc instead of CuI and CsOAc afforded N-butylaniline in 70% yield.
  • 38
    • 0347278504 scopus 로고    scopus 로고
    • note
    • For the large-scale procedure, see Supporting Information.
  • 39
    • 0347908779 scopus 로고    scopus 로고
    • note
    • 2 in hexanes, gradient) gave 3-iodo-N-butylaniline (730 mg, 2.65 mmol, 63%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.