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Volumn , Issue 32, 2008, Pages 5446-5460

Straightforward strategy for the stereoselective synthesis of spiro-fused (C-5)isoxazolino- or (C-3)pyrazolino-(C-3)quinolin-2-ones from Baylis-Hillman adducts by 1,3-dipolar cycloaddition and reductive cyclization

Author keywords

Baylis Hillman reactions; Cycloadditions; Quinolines; Reductive cyclizations; Spiro compounds

Indexed keywords


EID: 57349196830     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200800746     Document Type: Article
Times cited : (35)

References (83)
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    • a) V. Singh, S. Batra, Tetrahedron 2008, 64, 4511-4574, and references cited therein;
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    • For examples, see a) P. B. Hurley, G. R. Dake, J. Org. Chem. 2008, 73, 4131-4138;
    • (2008) J. Org. Chem , vol.73 , pp. 4131-4138
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    • 33644950838 scopus 로고    scopus 로고
    • and references cited therein;
    • j) G. Dake, Tetrahedron 2006, 62, 3467-3492, and references cited therein;
    • (2006) Tetrahedron , vol.62 , pp. 3467-3492
    • Dake, G.1
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    • 57349112572 scopus 로고    scopus 로고
    • Crystal data for 17d (crystallized from CHCl3/EtOAc, Empirical formula: C30H27Cl1F1N 3O3, formula mass, 532.00 g/mol, T, 298(2) K, wavelength, 0.71073 Å, triclinic, space group, P1, a, 9.367(2, b, 9.858(2, c, 14.818(4) Å, α, 90.982(4, β, 106.384(4, γ, 91.166(5)°, V, 1312.1(5) Å3, Z, 2, D, 1.347 mg/m3, μ(Mo-Kα, 0.190 mm-1, F(000, 556, colorless block, size 0.2 x 0.2 x 0.2 mm, 8535 reflections collected, R(int, 0.0327, unique reflections, 6183, final R indices [I > 2σ(I, on F2: R1, 0.0897, wR2, 0.2376, GoF, 1.014; R indices all data, R1, 0.1701, wR2, 0.3080. Data were collected with a Bruker SMART CCD4 X-ray diffraction instr
    • 2 (SHELX97). The structure was expanded with the Fourier technique. All non-hydrogen atoms were refined anisotropically. Hydrogen atoms were placed at geometrically idealized positions. All the software packages were integrated into the WINGX software package. CCDC-699461 (17d) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 82
    • 57349105290 scopus 로고    scopus 로고
    • Crystal data for 19c (crystallized from CHCl3, Empirical formula: C30H24Cl7N3O 3, formula mass, 532.00 g/mol, T, 298(2) K, wavelength, 0.71073 Å, triclinic, space group, P1, a, 9.367(2, b, 9.858(2, c, 14.818(4) Å, α, 90.982(4, β, 106.384(4, γ, 91.166(5)°, V, 1312.1(5) Å3, Z, 2, D, 1.347 mg/m3, μ (Mo-Kα, 0.190 mm-1, F(000, 556, colorless block, size 0.2 x 0.2 x 0.2 mm, 8535 reflections collected, R(int, 0.0327, unique reflections, 6183, final R indices [I > 2σ(I, on F2: R1, 0.0897, wR2, 0.2376, GoF, 1.014; R indices all data, R1, 0.1603, wR2, 0.2679. Data were collected with a Bruker SMART CCD4 X-ray diffraction instrument with graphite-monochrom
    • 2 (SHELX97). The structure was expanded with the Fourier technique. All non-hydrogen atoms were refined anisotropically. Hydrogen atoms were placed at geometrically idealized positions. All the software packages were integrated into the WINGX software package. CCDC-699462 (19c) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 83
    • 57349186820 scopus 로고    scopus 로고
    • All the spirocyclic derivatives were evaluated as antimalarials in a chloroquine-sensitive P. falciparum strain (3D-7), but none of them displayed any significant activity.
    • All the spirocyclic derivatives were evaluated as antimalarials in a chloroquine-sensitive P. falciparum strain (3D-7), but none of them displayed any significant activity.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.