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Volumn 70, Issue 17, 2005, Pages 6904-6906

Efficient copper-catalyzed N-arylation of sulfoximines with aryl iodides and aryl bromides

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; BROMINE COMPOUNDS; CATALYSTS; MOLECULAR STRUCTURE; SALTS;

EID: 23644439054     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051066l     Document Type: Article
Times cited : (97)

References (41)
  • 1
    • 0001017993 scopus 로고
    • For reviews on sulfoximines and their use as chiral auxiliaries, see: (a) Johnson, C. R. Acc. Chem. Res. 1973, 6, 341.
    • (1973) Acc. Chem. Res. , vol.6 , pp. 341
    • Johnson, C.R.1
  • 4
    • 0344844429 scopus 로고    scopus 로고
    • For reviews on sulfoximines and their use as chiral ligands in metal catalysis, see: (a) Harmata, M. Chemtracts 2003, 16, 660.
    • (2003) Chemtracts , vol.16 , pp. 660
    • Harmata, M.1
  • 18
    • 23644434429 scopus 로고    scopus 로고
    • Recently, we found that aryl boronic acids can also serve as aryl sources in arylation reactions of NH-sulfoximines. For a first report, see: Moessner, C.; Bolm, C. Org. Lett. 2005, 7, 2667.
    • (2005) Org. Lett. , vol.7 , pp. 2667
    • Moessner, C.1    Bolm, C.2
  • 19
    • 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
  • 21
    • 0000290980 scopus 로고    scopus 로고
    • For selected contributions, in which applications of substoichiometric quantities of copper salts in cross-couplings have been described, see: (a) Collman, J. P.; Zhong, M. Org. Lett. 2000, 2, 1233.
    • (2000) Org. Lett. , vol.2 , pp. 1233
    • Collman, J.P.1    Zhong, M.2
  • 36
    • 0002297094 scopus 로고
    • In this study, only racemic 1 was used. For the preparation of enantiomerically pure 1, see: (a) Fusco, R.; Tericoni, F. Chim. Ind. (Milan) 1965, 47, 61.
    • (1965) Chim. Ind. (Milan) , vol.47 , pp. 61
    • Fusco, R.1    Tericoni, F.2
  • 39
    • 2542470498 scopus 로고    scopus 로고
    • and references therein
    • For alternative approaches, see: (d) Okamura, H.; Bolm, C. Org. Lett. 2004, 6, 1305 and references therein.
    • (2004) Org. Lett. , vol.6 , pp. 1305
    • Okamura, H.1    Bolm, C.2
  • 40
    • 33645184537 scopus 로고    scopus 로고
    • note
    • Furthermore, there is no indication that other sulfoximines behave differently, and thus, we consider the copper-catalyzed protocol reported here to be a general approach for the synthesis of N-arylated sulfoximines.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.