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Volumn 50, Issue 23, 2009, Pages 2793-2796

The first synthesis of nitro-substituted cyclopropanes and spiropentanes via oxidation of the corresponding amino derivatives

Author keywords

Cyclopropanes; Dimethyldioxirane; Nitro compounds; Oxidation

Indexed keywords

1,4 DINITROSPIRO[2.2]PENTANE; CYCLOPROPANE DERIVATIVE; DIMETHYLDIOXIRANE; OXIDIZING AGENT; PENTANE; UNCLASSIFIED DRUG;

EID: 64549140222     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.165     Document Type: Article
Times cited : (8)

References (49)
  • 4
    • 64549153785 scopus 로고    scopus 로고
    • Feuer, H. The Chemistry of Nitro and Nitroso Groups; Part I. NY, 1981.
    • Feuer, H. The Chemistry of Nitro and Nitroso Groups; Part I. NY, 1981.
  • 23
    • 64549134016 scopus 로고    scopus 로고
    • Russ. Chem. Bull. 50 (2001) 21011
    • (2001) Russ. Chem. Bull. , vol.50 , pp. 21011
  • 24
    • 64549105895 scopus 로고    scopus 로고
    • Chem. Abstr. 137 (2002) 247443
    • (2002) Chem. Abstr. , vol.137 , pp. 247443
  • 27
    • 64549119952 scopus 로고    scopus 로고
    • de Meijere A. (Ed), Thieme, Stuttgart
    • Ryu I., and Murai S. In: de Meijere A. (Ed). Houben-Weyl. Aminocyclopropanes Vol. E 17c (1997), Thieme, Stuttgart 2034-2040
    • (1997) Aminocyclopropanes , vol.E 17c , pp. 2034-2040
    • Ryu, I.1    Murai, S.2
  • 35
    • 64549163869 scopus 로고    scopus 로고
    • note
    • 2 (3 × 5 mL). The combined organic layer was dried over 4 Å molecular sieves and the solvent was removed under reduced pressure. The crude amine was employed immediately in the oxidation reaction.
  • 48
    • 64549132319 scopus 로고    scopus 로고
    • note
    • General procedure for the oxidation of amines 1b-f with DMDO. Free amine 1 (0.5 mmol) in acetone (1 mL) was added to a 0.08 M solution of DMDO in acetone (45 mL). The resulting mixture was maintained at room temperature for 1 h in the dark. The solvent was removed on a rotary evaporator under normal pressure. The crude product was purified by column chromatography (eluent: chloroform). The resulting nitrocyclopropanes 8a,c,d,f are stable on storage at 5 °C over a long time.
  • 49
    • 64549156291 scopus 로고    scopus 로고
    • note
    • +: 159.12, found: 159.10.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.