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Volumn 11, Issue 4, 2009, Pages 1015-1018

Pifa-mediated oxidative cyclization of 1-carbamoyl-1-oximylcycloalkanes: synthesis of spiro-fused pyrazolin-5-one N-oxides

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; DRUG DERIVATIVE; PHENYLIODINE(III) BIS(TRIFLUOROACETATE); PYRAZOLONE DERIVATIVE; SPIRO COMPOUND; TRIFLUOROACETIC ACID;

EID: 62749094399     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol802952e     Document Type: Article
Times cited : (80)

References (80)
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    • (a) Wiley, R. H.; Wiley, P. Pyrazolones, Pyrazolidones, and Derivatives; Weissberger, A., Ed.; Interscience: New York, 1964; Chapter VIII, 20 of the series The Chemistry of Heterocyclic Compounds.
    • (1) (a) Wiley, R. H.; Wiley, P. Pyrazolones, Pyrazolidones, and Derivatives; Weissberger, A., Ed.; Interscience: New York, 1964; Chapter VIII, Vol. 20 of the series "The Chemistry of Heterocyclic Compounds".
  • 2
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    • Agents and Actions Supplements
    • Brune, K, Ed, Birkhaeuser Verlag: Basil, Switzerland
    • (b) Brune, K., Ed. Agents and Actions Supplements. 100 Years of Pyrazolone Drugs. An Update; Birkhaeuser Verlag: Basil, Switzerland, 1986; Vol. 19, p 355.
    • (1986) 100 Years of Pyrazolone Drugs. An Update , vol.19 , pp. 355
  • 19
    • 0004270417 scopus 로고
    • Tomlin, G, Ed, 10th ed, British Crop Protection Pub, Surrey
    • (7) Tomlin, G., Ed. The Pesticide Manual, 10th ed.; British Crop Protection Pub.: Surrey, 1991.
    • (1991) The Pesticide Manual
  • 28
    • 0036628555 scopus 로고    scopus 로고
    • For recent reviews, see: a
    • (12) For recent reviews, see: (a) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 2002, 102, 2523-2584.
    • (2002) Chem. Rev , vol.102 , pp. 2523-2584
    • Zhdankin, V.V.1    Stang, P.J.2
  • 29
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    • 64349089784 scopus 로고    scopus 로고
    • See Supporting Informationand ref 17
    • (18) See Supporting Informationand ref 17.
  • 52
    • 33947333416 scopus 로고
    • For the synthesis of spiro-fused pyrazolin-5-ones, see: a
    • (19) For the synthesis of spiro-fused pyrazolin-5-ones, see: (a) Magnien, E.; Tom, W. J. Org. Chem. 1967, 32, 1229-1230.
    • (1967) J. Org. Chem , vol.32 , pp. 1229-1230
    • Magnien, E.1    Tom, W.2
  • 71
    • 0000839541 scopus 로고
    • For nitrenium ions stabilized by electron-donating effect, see: a
    • (28) For nitrenium ions stabilized by electron-donating effect, see: (a) Glover, S. A.; Goosen, A.; McClei, C. V.; Schoonraad, J. L. Tetrahedron 1987, 43, 2577-2592.
    • (1987) Tetrahedron , vol.43 , pp. 2577-2592
    • Glover, S.A.1    Goosen, A.2    McClei, C.V.3    Schoonraad, J.L.4
  • 74
    • 0003525046 scopus 로고
    • For reviews on the chemistry of nitrenium ions, see: a, Scriven, E. F. V, Ed, Academic Press: Orlando
    • (29) For reviews on the chemistry of nitrenium ions, see: (a) Abramovitch, R. A.; Jeyaraman, R. In Azides and Nitrenes: ReactiVity and Utility; Scriven, E. F. V., Ed.; Academic Press: Orlando, 1984; pp 297-357.
    • (1984) Azides and Nitrenes: ReactiVity and Utility , pp. 297-357
    • Abramovitch, R.A.1    Jeyaraman, R.2
  • 75
    • 33646240303 scopus 로고    scopus 로고
    • Moss, R. A, Platz, M. S, Jones, M, Eds, Wiley-Interscience: Hoboken, NJ
    • (b) Falvey, D. E. In ReactiVe Intermediate Chemistry; Moss, R. A., Platz, M. S., Jones, M., Eds.; Wiley-Interscience: Hoboken, NJ, 2004; pp 594-650.
    • (2004) ReactiVe Intermediate Chemistry , pp. 594-650
    • Falvey, D.E.1
  • 80
    • 64349098722 scopus 로고    scopus 로고
    • The format ion of N-oxonitrenium ion B, instead of N -acylnitrenium ion C, is based on the fact that the presented process can be extended to certain alkyl amides (Table 1, entry 16), and the nitrenium ion in B can be stabilized by its adjacent oxygen atom.
    • (31) The format ion of N-oxonitrenium ion B, instead of N -acylnitrenium ion C, is based on the fact that the presented process can be extended to certain alkyl amides (Table 1, entry 16), and the nitrenium ion in B can be stabilized by its adjacent oxygen atom.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.