메뉴 건너뛰기




Volumn 346, Issue 6, 2004, Pages 611-616

Palladium/proazaphosphatrane-catalyzed amination of aryl halides possessing a phenol, alcohol, acetanilide, amide or an enolizable ketone functional group: Efficacy of lithium bis(trimethylsilyl)amide as the base

Author keywords

Aryl amination; Homogeneous catalysis; Lithium amides; P,N ligands; Palladium; Proazaphosphatranes

Indexed keywords

ACETANILIDE; ALCOHOL; AMIDE; FUNCTIONAL GROUP; HALIDE; HYDROGEN; KETONE DERIVATIVE; LITHIUM DERIVATIVE; PALLADIUM COMPLEX; PHENOL; PHOSPHINE DERIVATIVE; TRIMETHYLSILYL DERIVATIVE;

EID: 3042758519     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200404005     Document Type: Article
Times cited : (58)

References (42)
  • 15
    • 0012755060 scopus 로고    scopus 로고
    • For recent reviews, see: a) J. G. Verkade, Top. Curr. Chem. 2002, 233, 1; b) P. B. Kisanga, J. G. Verkade, Tetrahedron 2003, 59, 7819; c) J. G. Verkade, P. B. Kisanga, Aldrichima Acta 2004, 37, 3.
    • (2002) Top. Curr. Chem. , vol.233 , pp. 1
    • Verkade, J.G.1
  • 16
    • 0141628877 scopus 로고    scopus 로고
    • For recent reviews, see: a) J. G. Verkade, Top. Curr. Chem. 2002, 233, 1; b) P. B. Kisanga, J. G. Verkade, Tetrahedron 2003, 59, 7819; c) J. G. Verkade, P. B. Kisanga, Aldrichima Acta 2004, 37, 3.
    • (2003) Tetrahedron , vol.59 , pp. 7819
    • Kisanga, P.B.1    Verkade, J.G.2
  • 17
    • 2942700302 scopus 로고    scopus 로고
    • For recent reviews, see: a) J. G. Verkade, Top. Curr. Chem. 2002, 233, 1; b) P. B. Kisanga, J. G. Verkade, Tetrahedron 2003, 59, 7819; c) J. G. Verkade, P. B. Kisanga, Aldrichima Acta 2004, 37, 3.
    • (2004) Aldrichima Acta , vol.37 , pp. 3
    • Verkade, J.G.1    Kisanga, P.B.2
  • 18
    • 0000157513 scopus 로고    scopus 로고
    • For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131; b) J. F. Hartwig, in: Modern Amination Methods, (Ed.: A. Ricci) Wiley-VCH, Weinheim, 2000; c) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125; d) J. P. Wolfe, S. Wagaw, J. -F. Marcoux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805; e) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 805; f) J. F. Hartwig, Angew. Chem. Int. Ed. 1998, 37, 2046.
    • (2002) Top. Curr. Chem. , vol.219 , pp. 131
    • Muci, A.R.1    Buchwald, S.L.2
  • 19
    • 0004136578 scopus 로고    scopus 로고
    • (Ed.: A. Ricci) Wiley-VCH, Weinheim
    • For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131; b) J. F. Hartwig, in: Modern Amination Methods, (Ed.: A. Ricci) Wiley-VCH, Weinheim, 2000; c) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125; d) J. P. Wolfe, S. Wagaw, J. -F. Marcoux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805; e) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 805; f) J. F. Hartwig, Angew. Chem. Int. Ed. 1998, 37, 2046.
    • (2000) Modern Amination Methods
    • Hartwig, J.F.1
  • 20
    • 0008165462 scopus 로고    scopus 로고
    • For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131; b) J. F. Hartwig, in: Modern Amination Methods, (Ed.: A. Ricci) Wiley-VCH, Weinheim, 2000; c) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125; d) J. P. Wolfe, S. Wagaw, J. -F. Marcoux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805; e) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 805; f) J. F. Hartwig, Angew. Chem. Int. Ed. 1998, 37, 2046.
    • (1999) J. Organomet. Chem. , vol.576 , pp. 125
    • Yang, B.H.1    Buchwald, S.L.2
  • 21
    • 0001038733 scopus 로고    scopus 로고
    • For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131; b) J. F. Hartwig, in: Modern Amination Methods, (Ed.: A. Ricci) Wiley-VCH, Weinheim, 2000; c) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125; d) J. P. Wolfe, S. Wagaw, J. -F. Marcoux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805; e) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 805; f) J. F. Hartwig, Angew. Chem. Int. Ed. 1998, 37, 2046.
    • (1998) Acc. Chem. Res. , vol.31 , pp. 805
    • Wolfe, J.P.1    Wagaw, S.2    Marcoux, J.F.3    Buchwald, S.L.4
  • 22
    • 0001038735 scopus 로고    scopus 로고
    • For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131; b) J. F. Hartwig, in: Modern Amination Methods, (Ed.: A. Ricci) Wiley-VCH, Weinheim, 2000; c) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125; d) J. P. Wolfe, S. Wagaw, J. -F. Marcoux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805; e) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 805; f) J. F. Hartwig, Angew. Chem. Int. Ed. 1998, 37, 2046.
    • (1998) Acc. Chem. Res. , vol.31 , pp. 805
    • Hartwig, J.F.1
  • 23
    • 0032541260 scopus 로고    scopus 로고
    • For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131; b) J. F. Hartwig, in: Modern Amination Methods, (Ed.: A. Ricci) Wiley-VCH, Weinheim, 2000; c) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125; d) J. P. Wolfe, S. Wagaw, J. -F. Marcoux, S. L. Buchwald, Acc. Chem. Res. 1998, 31, 805; e) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 805; f) J. F. Hartwig, Angew. Chem. Int. Ed. 1998, 37, 2046.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2046
    • Hartwig, J.F.1
  • 24
    • 3042810786 scopus 로고    scopus 로고
    • note
    • The reaction in THF alone as the solvent also furnished the desired product but in only moderate yields compared with the toluene-THF solvent system.
  • 25
    • 3042768532 scopus 로고    scopus 로고
    • note
    • [6]
  • 26
    • 0033401656 scopus 로고    scopus 로고
    • and references cited therein
    • B. L. Lucht, D. B. Collum, Acc. Chem. Res. 1999, 32, 1035 and references cited therein.
    • (1999) Acc. Chem. Res. , vol.32 , pp. 1035
    • Lucht, B.L.1    Collum, D.B.2
  • 27
    • 3042766892 scopus 로고    scopus 로고
    • note
    • Ligand 1 is available from Aldrich and Strem Chemicals.
  • 34
    • 3042727591 scopus 로고
    • Ger. Offen. 2024859, 1981
    • K. Wedemeyer, S. Boehm, Ger. Offen. 2024859, 1981; Chem. Abstr. 1981, 95, 6770.
    • (1981) Chem. Abstr. , vol.95 , pp. 6770
    • Wedemeyer, K.1    Boehm, S.2
  • 38
    • 3042844802 scopus 로고
    • M. P. Terpugova, Y. I. Amosov, I. L. Kotlyarevskii, R. N. Myasnikova, Izvestiya Akademii Nauk SSR, Seriya Khimicheskaya 1976, 3, 665; Chem. Abstr. 1976, 85, 21256.
    • (1976) Chem. Abstr. , vol.85 , pp. 21256


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.