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Volumn 41, Issue 4, 2000, Pages 535-538

Regioselective oxidation of 3-monosubstituted juglone derivatives

Author keywords

bis(trifluoroacetoxy)iodo benzene; Juglone derivatives; Naphthoqui nones; Oxidation; Salcomine

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; JUGLONE;

EID: 0034700793     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)02112-7     Document Type: Article
Times cited : (12)

References (42)
  • 24
    • 0342654760 scopus 로고    scopus 로고
    • The use of the highly toxic diphenylselenic anhydride is the only reported method for o-oxidation of naphthols with excellent yield and regioselectivity (See also Ref. 18)
    • The use of the highly toxic diphenylselenic anhydride is the only reported method for o-oxidation of naphthols with excellent yield and regioselectivity (See also Ref. 18).
  • 26
    • 0343088972 scopus 로고    scopus 로고
    • (b) In this article NMR data are given for the corresponding 6-chloro derivative only, where the quinoid proton resonates at 8.69 ppm
    • (b) In this article NMR data are given for the corresponding 6-chloro derivative only, where the quinoid proton resonates at 8.69 ppm.
  • 31
    • 0012397313 scopus 로고
    • See also
    • (d) Chenard, B. L.; Dolson, M. G.; Sercel, A. D.; Swenton, J. S. J. Org. Chem. 1984, 49, 318-325. See also: Snieckus, V. Chem. Rev. 1990, 90, 879-933.
    • (1990) Chem. Rev. , vol.90 , pp. 879-933
    • Snieckus, V.1
  • 33
    • 84980108391 scopus 로고
    • (a)
    • (a) Stobbe, H. Ber. 1893, 26, 2312.
    • (1893) Ber. , vol.26 , pp. 2312
    • Stobbe, H.1
  • 35
    • 84982058398 scopus 로고
    • For the use of salcomine as an oxidant, see: (a)
    • For the use of salcomine as an oxidant, see: (a) Van Dort, H. M.; Geursen, H. J. Rec. Trav. Chim. Pays-Bas 1967, 86, 520-526. (b) Tazuma, J. J.; Kothari, V. P. J. Catal. 1976, 41, 180-189.
    • (1967) Rec. Trav. Chim. Pays-Bas , vol.86 , pp. 520-526
    • Van Dort, H.M.1    Geursen, H.J.2
  • 36
    • 49549131070 scopus 로고
    • (b)
    • For the use of salcomine as an oxidant, see: (a) Van Dort, H. M.; Geursen, H. J. Rec. Trav. Chim. Pays-Bas 1967, 86, 520-526. (b) Tazuma, J. J.; Kothari, V. P. J. Catal. 1976, 41, 180-189.
    • (1976) J. Catal. , vol.41 , pp. 180-189
    • Tazuma, J.J.1    Kothari, V.P.2
  • 37
    • 0343088968 scopus 로고    scopus 로고
    • Note
    • 3) Compound 9: δ 8.66 (s, 1H), 7.19 (AB q, J=9.49 Hz, Δν=9.65 Hz, 2H), 4.36 (q, J=7.0 7 Hz, 2H), 3.94 (s, 3H), 3.92 (s, 3H), 1.37 (t, 3H); m.p.=172-174°C; Compound 15: δ 7.07 (AB q, J=9.12 Hz, Δν=42.90 Hz, 2H), 7.01 (s, 1H), 4.36 (q, J=7.07 Hz, 2H), 3.93 (s, 3H), 3.90 (s, 3H), 1.37 (t, 3H); m.p.=130-132°C.
  • 39
    • 0342654732 scopus 로고    scopus 로고
    • The same compound was formed using two different batches of salcomine, as well as several modifications of the reaction conditions (oxygen, air, concentration, amount of the catalyst)
    • The same compound was formed using two different batches of salcomine, as well as several modifications of the reaction conditions (oxygen, air, concentration, amount of the catalyst).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.