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Volumn 53, Issue 49, 1997, Pages 16835-16846

Synthesis of benzo[b]carbazoloquinones by coupling of organostannanes with bromoquinones

Author keywords

[No Author keywords available]

Indexed keywords

5 CARBONITRILE 1,7 DIHYDROXY 3 METHYL 5H BENZO[B]CARBAZOLE 6,11 DIONE; BROMONAPHTHOQUINONE; COPPER; INDOLE DERIVATIVE; ORGANOTIN COMPOUND; PALLADIUM; PREKINAMYCIN; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030828786     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)10085-0     Document Type: Article
Times cited : (36)

References (51)
  • 4
    • 4244188461 scopus 로고
    • Eur. Pat. Appl. EP 304,400 (CI C07D221/18), 22 Feb 1989, CH Appl. 87/3, 196, 20 Aug 1987
    • For natural products related to the proposed intermediates in the biosynthesis, see: (a) Phenanthroviridin: Fendrich, G.; Zimmermann, W.; Gruner, J.; Auden, J. A. L. Eur. Pat. Appl. EP 304,400 (CI C07D221/18), 22 Feb 1989, CH Appl. 87/3, 196, 20 Aug 1987; Chem. Abstr. 1990, 112, 75295q.
    • (1990) Chem. Abstr. , vol.112
    • Fendrich, G.1    Zimmermann, W.2    Gruner, J.3    Auden, J.A.L.4
  • 20
    • 85036679087 scopus 로고    scopus 로고
    • See also reference 2b
    • (e) See also reference 2b.
  • 23
    • 85036682036 scopus 로고    scopus 로고
    • 8b
    • 8b
  • 35
    • 85036680919 scopus 로고    scopus 로고
    • Although formation of 17 could be explained by attack of the amino group or the carbamate at C-2 of the quinone, followed by migration of the aryl to C-3, no rearrangement was observed after treatment of 13 under basic conditions
    • Although formation of 17 could be explained by attack of the amino group or the carbamate at C-2 of the quinone, followed by migration of the aryl to C-3, no rearrangement was observed after treatment of 13 under basic conditions.
  • 36
    • 85036678778 scopus 로고    scopus 로고
    • 19b
    • 19b
  • 37
    • 0026681171 scopus 로고
    • (b) For precedents on the isomerization of o-to p-quinones, see: Bekaert, A.; Andrieux, J.; Plat, M. Tetrahedron Lett. 1992, 33, 2805. Thomson, R. H. Naturally Occurring Quinones, Academic: London, 1971, pp. 206-209.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2805
    • Bekaert, A.1    Andrieux, J.2    Plat, M.3
  • 38
    • 0026681171 scopus 로고
    • Academic: London
    • (b) For precedents on the isomerization of o-to p-quinones, see: Bekaert, A.; Andrieux, J.; Plat, M. Tetrahedron Lett. 1992, 33, 2805. Thomson, R. H. Naturally Occurring Quinones, Academic: London, 1971, pp. 206-209.
    • (1971) Naturally Occurring Quinones , pp. 206-209
    • Thomson, R.H.1
  • 41
    • 85036678292 scopus 로고    scopus 로고
    • 3N with BrCN is slower than N-cyanation for these substrates
    • 3N with BrCN is slower than N-cyanation for these substrates.
  • 49
    • 85036683721 scopus 로고    scopus 로고
    • 13C correlations
    • 13C correlations.
  • 50
    • 85036682447 scopus 로고    scopus 로고
    • The assignment was further supported by a NOESY experiment
    • The assignment was further supported by a NOESY experiment.
  • 51
    • 85036676721 scopus 로고    scopus 로고
    • 3 in DMF (100 °C)
    • 3 in DMF (100 °C).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.