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Volumn 71, Issue 9, 2006, Pages 3501-3505

Novel alternative for the N-N bond formation through a PIFA-mediated oxidative cyclization and its application to the synthesis of indazol-3-ones

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; MOLECULAR ORIENTATION; NITROGEN COMPOUNDS; OXIDATION; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 33646271158     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060070+     Document Type: Article
Times cited : (120)

References (40)
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    • (1994) DNA Adducts Identification and Biological Significance , pp. 199-1126
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    • 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
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    • When the easily handled and environmentally friendly I(III) reagent is used, an undesirable aromatic chlorination process is avoided because prior chlorination is not required to generate acylnitrenium ions. See: Kikugawa, Y. Rev. Heteroatom Chem. 1996, 15, 263-299.
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    • Kikugawa, Y.1
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    • For a comprehensive review of the chemistry of indazoles, see: Stadbauer, W. Sci. Synth. 2002, 12, 227-324.
    • (2002) Sci. Synth. , vol.12 , pp. 227-324
    • Stadbauer, W.1
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    • For recent reviews on polyvalent iodine reagents, see: (a) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 2002, 102, 2523-2284.
    • (2002) Chem. Rev. , vol.102 , pp. 2523-12284
    • Zhdankin, V.V.1    Stang, P.J.2
  • 35
    • 26844576835 scopus 로고    scopus 로고
    • For a recent review on the general synthesis of amides, see: Montalbetti, C. A. G. N.; Falque, V. Tetrahedron 2005, 61, 10827-10852.
    • (2005) Tetrahedron , vol.61 , pp. 10827-10852
    • Montalbetti, C.A.G.N.1    Falque, V.2
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    • It is interesting to remark that some o-aminobenzamides have been reported to show antipsychotic activity. See: (a) Norman, M. H.; Navas, F., III; Thompson, J. B.; Rigdon, G. C. J. Med. Chem. 1996, 39, 4692-4703.
    • (1996) J. Med. Chem. , vol.39 , pp. 4692-4703
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    • 3 failed to afford the desired primary amide, it was prepared by treating the commercially available N-methylanthranilamide with methyl iodide at 100 °C following a described protocol in: Chatterjee, A.; Majudmar, S. G. J. Am. Chem. Soc. 1953, 75, 4365-4366.
    • (1953) J. Am. Chem. Soc. , vol.75 , pp. 4365-4366
    • Chatterjee, A.1    Majudmar, S.G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.