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Volumn , Issue 15, 2007, Pages 2451-2453

4,5-Dihydroisoxazoles by copper(II)-catalysed condensation of primary nitroalkanes with dipolarophiles

Author keywords

Catalysis; Copper; Isoxazolines; Nitroalkanes

Indexed keywords

ALKENE DERIVATIVE; AMINE; COPPER ACETATE; CUPRIC ION; FURAZOLIDONE; ISOXAZOLE DERIVATIVE; NITRILE OXIDE; NITROALKANE;

EID: 34948870795     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-986629     Document Type: Article
Times cited : (21)

References (35)
  • 5
    • 0036330960 scopus 로고    scopus 로고
    • For selected recent examples, see: a
    • For selected recent examples, see: (a) Itoh, T.; Watanabe, M.; Fukuyama, T. Synlett 2002, 1323.
    • (2002) Synlett , pp. 1323
    • Itoh, T.1    Watanabe, M.2    Fukuyama, T.3
  • 20
    • 34948831338 scopus 로고    scopus 로고
    • Chem. Abstr. 1969, 71, 3330.
    • Chem. Abstr. 1969, 71, 3330.
  • 33
    • 34948838694 scopus 로고    scopus 로고
    • Typical Procedure for the Catalysed Condensation of 1-Nitropentane and Methyl Acrylate Copper(II) acetate (3.9 mg, 0.021 mmol) was treated with a solution of nitropentane (124 mg, 1.06 mmol, methyl acrylate (37 mg, 0.42 mmol, and 1-methylpiperidine (21 mg, 0.21 mmol) in CHCl3 (1.4 mL) and the mixture magnetically stirred in a sealed vessel (Schlenk) at 60°C. After 40 h the reaction mixture was concentrated and the residue dissolved in EtOAc (15 mL) and washed with 5% HCl (3 x 15 mL portions, sat. Na 2CO3 (3 x 15 mL portions, and brine (3 x 15 mL portions, The organic layer was dried (Na2SO4, filtered, and concentrated. The residue was purified by chromatography on silica gel eluting first with hexane and then with hexane-Et2O (4:3, The isoxazoline [Rf(hexane-Et2O, 0.22, 71 mg] was obtained as a clear oil in 90% yield. Analytical Data 1H NMR 400 MHz, CDCl
    • 3 (185.22): C, 58.36; H, 8.16; N, 7.56. Found: C, 58.19; H, 8.43; N, 7.89.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.