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Volumn 8, Issue 15, 2006, Pages 3387-3390

Palladium-catalyzed oxidation of Boc-protected N-methylamines with IOAc as the oxidant: A Boc-directed sp3 C-H bond activation

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EID: 33746918323     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061384m     Document Type: Article
Times cited : (180)

References (35)
  • 1
    • 0035903738 scopus 로고    scopus 로고
    • 3 C-H bonds in the a-position to a nitrogen atom see: Doye, S. Angew. Chem., Int. Ed. 2001, 40, 3351.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3351
    • Doye, S.1
  • 30
    • 33746924588 scopus 로고    scopus 로고
    • note
    • The formation of a mixture of both o- and m-iodinated products is most likely due to an electrophilic substitution. The lack of reactivity of the N-methyl group in 17 could be explained by a bisdentate coordination from the Boc and the electron-rich aryl ring, which positions the N-methyl group away from the Pd(II) center. The presence of a p-methyl group also inhibits the N-methyl oxidation.
  • 35
    • 0002839481 scopus 로고    scopus 로고
    • For nonselective radical oxidation of tertiary amines with peroxide oxidants see: Ochiai, M.; Kajishima, D.; Sueda, T. Heterocycles 1997, 46, 71.
    • (1997) Heterocycles , vol.46 , pp. 71
    • Ochiai, M.1    Kajishima, D.2    Sueda, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.