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Volumn 3, Issue 2, 2001, Pages 153-155

Formation of benzo[b]fluorenes and the benzo[a]fluorene core of the fluostatins by cyclization of diaryldiynones

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; BENZO(A)FLUORENE; BENZO(B)FLUORANTHENE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; FLUORENE DERIVATIVE; PROTEIN SYNTHESIS INHIBITOR;

EID: 0035945745     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0067336     Document Type: Article
Times cited : (47)

References (51)
  • 36
    • 0042166961 scopus 로고    scopus 로고
    • note
    • However, extension of this approach for the synthesis of benzo[b]-fluorenones with the required OR substituent on the A ring based on this approach would presumably give rise to mixtures of regioisomers.
  • 38
    • 0042668020 scopus 로고    scopus 로고
    • note
    • Arylacetylenes 5a-e were prepared by the palladium-catalyzed Sonogashira coupling of the corresponding aryl iodides or bromides with trimethylsilylacetylene followed by desilylation.
  • 39
    • 0042668021 scopus 로고    scopus 로고
    • note
    • (a) γ-Terpinene was added, as a high boiling 1,4-cyclohexadiene, to facilitate hydrogen migration (step III → IV, Scheme 1). (b) Benzylated derivatives were obtained as byproducts under these conditions as a result hydrogen abstraction from toluene followed by radical coupling.
  • 40
    • 0042668018 scopus 로고    scopus 로고
    • note
    • 9a
  • 41
    • 0042668019 scopus 로고    scopus 로고
    • note
    • Chromatography (gravity column, 30:1 hexane/EtOAc) allowed for the separation of the benzo[a]-and benzo[b]fluorenones.
  • 42
    • 0041666030 scopus 로고    scopus 로고
    • note
    • 9a
  • 46
    • 0041666028 scopus 로고    scopus 로고
    • See also ref 8c
    • (d) See also ref 8c.
  • 47
    • 0041666027 scopus 로고    scopus 로고
    • We thank a reviewer for suggesting this fascinating pathway
    • We thank a reviewer for suggesting this fascinating pathway.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.