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Volumn 7, Issue 13, 2005, Pages 2667-2669

Cu(OAc)2-catalyzed N-arylations of sulfoximines with aryl boronic acids

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EID: 23644434429     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol050816a     Document Type: Article
Times cited : (142)

References (44)
  • 7
    • 0345708168 scopus 로고    scopus 로고
    • For reviews on copper-mediated carbon-heteroatom bond formations, see: (a) Ley, S. V.; Thomas, A. W. Angew. Chem., Int. Ed. 2003, 42, 5400.
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 5400
    • Ley, S.V.1    Thomas, A.W.2
  • 20
    • 0344844429 scopus 로고    scopus 로고
    • For reviews on the use of sulfoximines as chiral ligands, see: (a) Harmata, M. Chemtracts 2003, 16, 660.
    • (2003) Chemtracts , vol.16 , pp. 660
    • Harmata, M.1
  • 21
    • 2942595342 scopus 로고    scopus 로고
    • and references therein
    • (b) Okamura, H.; Bolm, C. Chem. Lett. 2004, 33, 482 and references therein.
    • (2004) Chem. Lett. , vol.33 , pp. 482
    • Okamura, H.1    Bolm, C.2
  • 33
    • 29844433018 scopus 로고    scopus 로고
    • see refs 10a-c
    • In Pd-catalyzed arylations, aryl triflates and aryl nonaflates can also be applied. For details, see refs 10a-c.
  • 34
    • 0036254597 scopus 로고    scopus 로고
    • For intra- and intermolecular C-arylations of sulfoximines, see: (a) Bolm, C.; Martin, M.; Gibson, L. Synlett 2002, 832.
    • (2002) Synlett , pp. 832
    • Bolm, C.1    Martin, M.2    Gibson, L.3
  • 37
    • 29844434034 scopus 로고    scopus 로고
    • note
    • R = 78 min (R).
  • 38
    • 29844452635 scopus 로고    scopus 로고
    • note
    • 2 → 52% of 3aa after 40 h.
  • 39
    • 29844434755 scopus 로고    scopus 로고
    • note
    • Yields of 3aa after 24 h: 72% in DCM, 74% in DMSO, 66% in EtOH.
  • 40
    • 29844454088 scopus 로고    scopus 로고
    • note
    • Usually, the reactions were performed in 10 mL test tubes within a 250 mL flask under exclusion of atmospheric moisture.
  • 42
    • 29844441451 scopus 로고    scopus 로고
    • note
    • No reaction was observed when methyl boronic acid was used instead of phenyl boronic acid.
  • 43
    • 29844450056 scopus 로고    scopus 로고
    • see ref 5g
    • For interesting selectivities observed in metal-catalyzed N- and C-arylations of indazole derivatives with aryl boronic acids, see ref 5g.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.