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Volumn 50, Issue 8, 2009, Pages 933-935

Unprecedented formation of Δ2-isoxazoline and/or 1-nitroso-pyrazoline from α-bromoketone oximes and diazo compounds

Author keywords

2 Isoxazoline; 1 Nitrosopyrazolines; Cycloaddition; Metal catalyzed

Indexed keywords

AZO COMPOUND; COPPER OXIDE; ISOXAZOLINE DERIVATIVE; KETONE DERIVATIVE; PYRAZOLINE DERIVATIVE;

EID: 58149347063     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.12.032     Document Type: Article
Times cited : (10)

References (58)
  • 46
    • 0000930644 scopus 로고
    • For stereoselective synthesis of isoxazoline through cycloaddition of aliphatic chiral nitrle oxide and optically active allylic alcohol, see:
    • For stereoselective synthesis of isoxazoline through cycloaddition of aliphatic chiral nitrle oxide and optically active allylic alcohol, see:. Kanemasa S., Nishiuchi M., Kamimura A., and Hori K. J. Am. Chem. Soc. 116 (1994) 2324
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 2324
    • Kanemasa, S.1    Nishiuchi, M.2    Kamimura, A.3    Hori, K.4
  • 49
    • 58149355144 scopus 로고    scopus 로고
    • note
    • 3 (3 mmol) and CuO (0.1 mmol) were mixed in a flask with a stir bar. The flask was vacuumed/filled with nitrogen twice before adding 10 mL of dry dichloromethane and trimethylsilyl diazomethane (ether solution, 2.0 M, 2.5 mmol) or tert-butyl diazoacetate (2.5 mmol). The mixture was stirred at room temperature for 24 h under nitrogen. The solution was filtered, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel to afford the product.
  • 50
    • 0038007832 scopus 로고    scopus 로고
    • Some of the compounds listed in Table 2 have been reported previously using different synthetic methods. Compound 3a:
    • Some of the compounds listed in Table 2 have been reported previously using different synthetic methods. Compound 3a:. Conti D., Rodriquez M., Sega A., and Taddei M. Tetrahedron Lett. 44 (2003) 5327
    • (2003) Tetrahedron Lett. , vol.44 , pp. 5327
    • Conti, D.1    Rodriquez, M.2    Sega, A.3    Taddei, M.4
  • 57
    • 58149357785 scopus 로고    scopus 로고
    • note
    • CCDC 701669 contains the supplementary crystallographic data for this letter. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.