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Volumn 8, Issue 6, 2006, Pages 1141-1144

Oxone as an inexpensive, safe, and environmentally benign oxidant for C-H bond oxygenation

Author keywords

[No Author keywords available]

Indexed keywords

DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; OXIDIZING AGENT; PEROXIDE; POTASSIUM PEROXYMONOSULFURIC ACID; SULFURIC ACID;

EID: 33646456189     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0530272     Document Type: Article
Times cited : (401)

References (31)
  • 1
    • 0043198185 scopus 로고    scopus 로고
    • For reviews on hydrogen peroxide as a terminal oxidant in catalysis, see: (a) Noyori, R.; Aoki, M.; Sato, K. Chem. Commun. 2003, 1977.
    • (2003) Chem. Commun. , pp. 1977
    • Noyori, R.1    Aoki, M.2    Sato, K.3
  • 4
    • 4544258386 scopus 로고    scopus 로고
    • and references therein
    • For recent examples of the use of peracetic acid as an oxidant in catalysis, see: Murphy, A.; Pace, A.; Stack, T. D. P. Org. Lett. 2004, 6, 3119 and references therein.
    • (2004) Org. Lett. , vol.6 , pp. 3119
    • Murphy, A.1    Pace, A.2    Stack, T.D.P.3
  • 5
    • 4143144178 scopus 로고    scopus 로고
    • and references therein
    • For recent examples of the use of Oxone as a stoichiometric oxidant in catalytic reactions, see: (a) Yang, D. Acc. Chem. Res. 2004, 37, 497 and references therein.
    • (2004) Acc. Chem. Res. , vol.37 , pp. 497
    • Yang, D.1
  • 10
    • 24944468108 scopus 로고    scopus 로고
    • For recent reviews on the use of O2 as a stoichiometric oxidant in catalysis, see: (a) Stahl, S. S. Science 2005, 309, 1824.
    • (2005) Science , vol.309 , pp. 1824
    • Stahl, S.S.1
  • 20
    • 14544273703 scopus 로고    scopus 로고
    • For recent examples of the use of Pt compounds as models for Pd catalytic intermediates, see: (a) Dick, A. R.; Kampf, J. W.; Sanford, M. S. Organometallics 2005, 24, 482.
    • (2005) Organometallics , vol.24 , pp. 482
    • Dick, A.R.1    Kampf, J.W.2    Sanford, M.S.3
  • 23
    • 33646454316 scopus 로고    scopus 로고
    • note
    • In general, comparable yields of oxygenated products were obtained with or without added acetic anhydride. However, without this additive, some hydrolysis of the OAc group of the product was often observed under the reaction conditions.
  • 25
    • 33646458408 scopus 로고    scopus 로고
    • note
    • 8. The reasons for this difference in reactivity are unclear at this time and are currently under investigation.
  • 26
    • 33646463051 scopus 로고    scopus 로고
    • note
    • One limitation of peroxide-based oxidants with respect to substrate scope is their tendency to promote competitive N-oxidation of some basic nitrogen-based directing groups. This is exemplified by the reaction of 8-methylquinoxoline shown below. (Chemical Equation Presented)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.