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Volumn 62, Issue 1, 1997, Pages 6-10

Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview

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EID: 0002946462     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9614708     Document Type: Article
Times cited : (60)

References (61)
  • 9
    • 85033143395 scopus 로고    scopus 로고
    • note
    • These compounds are relatively stable except naphthoquinones, which can easily be transformed to the corresponding 2-enaminones; see refs 2a and 20.
  • 26
    • 1542444456 scopus 로고
    • Perlman, D., Ed.; Academic Press: New York
    • (g) Lancini, G.; Zanicheili, W. In Antibiotics; Perlman, D., Ed.; Academic Press: New York, 1971; pp 531-600.
    • (1971) Antibiotics , pp. 531-600
    • Lancini, G.1    Zanicheili, W.2
  • 33
    • 85033131850 scopus 로고    scopus 로고
    • note
    • 9a-c can also be rationalized.
  • 35
    • 84984240154 scopus 로고
    • (a) Ermolaev, K. M.; Mainind, V. I. Zh. Org. Khim. 1969, 5, 1218; Chem. Abstr. 1969, 71, 101374w.
    • (1969) Chem. Abstr. , vol.71
  • 36
    • 1542444454 scopus 로고
    • (b) Ermolaev, K. M. Zh. Org. Khim. 1972, 8, 1828; Chem. Abstr. 1973, 78, 29291s.
    • (1972) Zh. Org. Khim. , vol.8 , pp. 1828
    • Ermolaev, K.M.1
  • 37
    • 84984221003 scopus 로고
    • (b) Ermolaev, K. M. Zh. Org. Khim. 1972, 8, 1828; Chem. Abstr. 1973, 78, 29291s.
    • (1973) Chem. Abstr. , vol.78
  • 41
    • 37049095153 scopus 로고
    • 17-19 (16) To the best of our knowledge there is only in one example where a 2-azido α,β-unsaturated ketone, after heating under oxidative conditions (12), is partially transformed to the enamino analog; see: Henn, L.; Hickey, D. M. B.; Moody, C. J.; Rees, C. W. J. Chem. Soc., Perkin Trans. 1 1984, 2189.
    • (1984) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 2189
    • Henn, L.1    Hickey, D.M.B.2    Moody, C.J.3    Rees, C.W.4
  • 52
    • 1542654032 scopus 로고
    • (b) 1907, 91, 867.
    • (1907) J. Chem. Soc. , vol.91 , pp. 867
  • 58
    • 85033133742 scopus 로고    scopus 로고
    • note
    • When the reaction was performed in the presence of air, a mixture of 2-azidobenzohydroquinone and 2-azidobenzoquinone was obtained.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.