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Volumn 350, Issue 7-8, 2008, Pages 957-961

Palladium-catalyzed Stille cross-coupling reaction of aryl chlorides using a pre-milled palladium acetate and XPhos catalyst system

Author keywords

Aryl chlorides; Biaryls; C C coupling; Palladium; Phosphine ligands; Stille reaction

Indexed keywords


EID: 53849126500     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200800032     Document Type: Article
Times cited : (82)

References (59)
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    • For reviews of the Stille reaction see: a) J. K. Stille, Pure Appl. Chem. 1985, 57, 1771-1780;
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    • 2nd edn, Ed, R. H. Thomson, Blackie Academic & Professional, Glasgow
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    • For a selection of recent applications of the Stille reaction in drug discovery, see: a
    • For a selection of recent applications of the Stille reaction in drug discovery, see: a) D. Amans, V. Bellosta, J. Cossy, Org. Lett. 2007, 9, 4761-4764;
    • (2007) Org. Lett , vol.9 , pp. 4761-4764
    • Amans, D.1    Bellosta, V.2    Cossy, J.3
  • 41
    • 36849073179 scopus 로고    scopus 로고
    • For a selection of recent applications of the Stille reaction in natural product synthesis, see: a
    • For a selection of recent applications of the Stille reaction in natural product synthesis, see: a) S. Lopez, J. Montenegro, C. Saa, J. Org. Chem. 2007, 72, 9572-9581;
    • (2007) J. Org. Chem , vol.72 , pp. 9572-9581
    • Lopez, S.1    Montenegro, J.2    Saa, C.3
  • 44
    • 5644254180 scopus 로고    scopus 로고
    • For a selection of recent applications of biaryl monophosphine ligands see: a
    • For a selection of recent applications of biaryl monophosphine ligands see: a) J. E. Milne, S. L. Buchwald, J. Am. Chem. Soc. 2004, 126, 13028-13032;
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 13028-13032
    • Milne, J.E.1    Buchwald, S.L.2
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    • 53849106660 scopus 로고    scopus 로고
    • The coupling of 4-chloroaniline with vinyltributylstannane in 61% yield has been reported, see ref.[4c
    • [4c]
  • 50
    • 53849129056 scopus 로고    scopus 로고
    • A general method for the coupling of activated aryl chlorides at 60 8C has been reported, see ref.[4h
    • [4h]
  • 56
    • 53849121100 scopus 로고    scopus 로고
    • M. P. Wentland, Sterling Drug Inc, USA, US Patent 4,959,363, 1990
    • M. P. Wentland, (Sterling Drug Inc., USA), US Patent 4,959,363, 1990.
  • 57
    • 53849118630 scopus 로고    scopus 로고
    • The coupling of 2-chloropyridine with tributyl-(phenyl)stannane did not proceed to completion under these conditions. With a prolonged reaction time, 12 h at 100°C a yield of 41% was achieved.
    • The coupling of 2-chloropyridine with tributyl-(phenyl)stannane did not proceed to completion under these conditions. With a prolonged reaction time, 12 h at 100°C a yield of 41% was achieved.
  • 58
    • 0000557056 scopus 로고
    • A trimethylstannyl version has been reported as a coupling partner in two instances, see: a
    • A trimethylstannyl version has been reported as a coupling partner in two instances, see: a) J. M. Saa, G. Martorell, J. Org. Chem. 1993, 58, 1963-1966;
    • (1993) J. Org. Chem , vol.58 , pp. 1963-1966
    • Saa, J.M.1    Martorell, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.