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Volumn 62, Issue 5, 1997, Pages 1264-1267

Palladium-Catalyzed Amination of Aryl Triflates

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Indexed keywords


EID: 0000418343     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961915s     Document Type: Article
Times cited : (218)

References (33)
  • 9
    • 85033149145 scopus 로고    scopus 로고
    • note
    • Both BINAP and Tol-BINAP are commercially available from Strem Chemicals Inc. The price of 1 g of Tol-BINAP is ∼1/3 the price of 1 g of BINAP. Both enantiomers gave identical results and were used interchangeably.
  • 10
    • 85033144363 scopus 로고    scopus 로고
    • note
    • No traces of sulfonated amines were detected in the crude reaction mixtures. Control experiments which involved the heating of aryl triflates and amines in toluene gave no reaction, suggesting that the amines are not responsible for cleavage of the triflate.
  • 18
    • 85033152320 scopus 로고    scopus 로고
    • note
    • DPPF = 1,1′-Bis(diphenylphosphino)ferrocene; DPPE = 1,2-bis(diphenylphosphino)ethane; DPPP = 1,3-bis(diphenylphosphino)propane; DPPBenzene = 1,2-bis(diphenylphosphino)benzene.
  • 20
    • 85033147341 scopus 로고    scopus 로고
    • Unpublished results
    • (b) In the catalytic amination of aryl bromides, added dba (dibenzylideneacetone) slows the coupling reaction. Wolfe, J. P.; Buchwald, S. L. Unpublished results.
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 22
    • 85033151853 scopus 로고    scopus 로고
    • Unpublished results
    • 31P NMR analysis of the crude reaction mixture of the amination on an aryl bromide showed no trace of the monophosphine oxide of BINAP, suggesting that the ligand is not responsible for the reduction of the Pd(II) precatalyst to Pd(0) in these reactions. This is in contrast to what has been seen for asymmetric Heck arylations. Wolfe J. P.; Buchwald, S. L. Unpublished results.
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 31
    • 84984168086 scopus 로고
    • Stahl, I. Chem. Ber. 1987, 120, 135-139.
    • (1987) Chem. Ber. , vol.120 , pp. 135-139
    • Stahl, I.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.