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Volumn 74, Issue 21, 2009, Pages 8492-8495

A direct approach to 5-hydroxybenzofurans via a platinum-catalyzed domino rearrangement/5-endo-dig cyclization reaction of quinols

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL EQUATIONS; CYCLIZATION REACTIONS; DIRECT APPROACH;

EID: 70449348544     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo901937u     Document Type: Article
Times cited : (49)

References (63)
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    • Whiting, D.A.1
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    • (e) In Name Reactions; Li, J.-J., Ed.; Springer: New York, 2006; p 202.
    • (2006) Name Reactions , pp. 202
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    • For selected reviews and synthetic methods, see: (a) Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon Press: Oxford, UK
    • For selected reviews and synthetic methods, see: (a) Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon Press: Oxford, UK, 1996; Vol.2, p 259.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.2 , pp. 259
  • 31
    • 0348010522 scopus 로고    scopus 로고
    • For some examples on domino rearrangement/cyclization reactions, see: (a)
    • For some examples on domino rearrangement/cyclization reactions, see: (a) Cicchi, S.; Revuelta, J.; Zanobini, A.; Betti, M.; Brandi, A. Synlett 2003, 2305.
    • (2003) Synlett , pp. 2305
    • Cicchi, S.1    Revuelta, J.2    Zanobini, A.3    Betti, M.4    Brandi, A.5
  • 44
    • 37549028844 scopus 로고    scopus 로고
    • 3 in acetone at rt. See the Supporting Information for spectral data of 5-methoxy-2-phenylbenzofuran (9a′). See also
    • 3 in acetone at rt. See the Supporting Information for spectral data of 5-methoxy-2-phenylbenzofuran (9a′). See also: Duan, X.-F.; Zeng, J.; Zhang, Z.-B.; Zi, G.-F. J. Org. Chem. 2007, 72, 10283.
    • (2007) J. Org. Chem. , vol.72 , pp. 10283
    • Duan, X.-F.1    Zeng, J.2    Zhang, Z.-B.3    Zi, G.-F.4
  • 45
    • 70449358732 scopus 로고    scopus 로고
    • CCDC 739254 contains the supplementary crystallographic data for compound 9a′. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • CCDC 739254 contains the supplementary crystallographic data for compound 9a′. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 47
    • 70449358733 scopus 로고    scopus 로고
    • note
    • Benzofuran product seemed unstable to high temperature.
  • 60
    • 70449364597 scopus 로고    scopus 로고
    • note
    • To directly obtain 5-methoxybenzofuran as the major product, use of MeOH as the sole solvent resulted in a complex mixture.
  • 61
    • 70449396082 scopus 로고    scopus 로고
    • 2. The structure of 9f′ was confirmed by X-ray crystallographic analysis. CCDC 739253 contains the supplementary crystallographic data for compound 9f′. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • 2. The structure of 9f′ was confirmed by X-ray crystallographic analysis. CCDC 739253 contains the supplementary crystallographic data for compound 9f′. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 62
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    • For the preparation of 11 and 12, see
    • For the preparation of 11 and 12, see: Felpin, F.-X. Tetrahedron Lett. 2007, 48, 409.
    • (2007) Tetrahedron Lett. , vol.48 , pp. 409
    • Felpin, F.-X.1
  • 63
    • 8444245192 scopus 로고    scopus 로고
    • Spectral data of synthetic sample are in good agreement with those of natural corsifuran C. See
    • Spectral data of synthetic sample are in good agreement with those of natural corsifuran C. See: von Reuss, S. H.; König, W. A. Phytochemistry 2004, 65, 3113.
    • (2004) Phytochemistry , vol.65 , pp. 3113
    • Von Reuss, S.H.1    König, W.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.