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Volumn 45, Issue 15, 2004, Pages 3131-3135

Palladium-catalysed intramolecular coupling of vinyl or aryl halides and β,γ-unsaturated nitronates

Author keywords

Alkenylation; Arylation; Catalysis; Nitro compounds; Palladium

Indexed keywords

BASE; HALIDE; NITROGEN DERIVATIVE; PALLADIUM;

EID: 1642416676     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.02.086     Document Type: Article
Times cited : (21)

References (34)
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    • Allylic nitro compounds have been used as substrates for Pd(0)-catalysed allylic substitution by nucleophiles:
    • Allylic nitro compounds have been used as substrates for Pd(0)-catalysed allylic substitution by nucleophiles: Tamura R., Kai Y., Kakihana M., Hayashi K., Tsuji M., Nakamura T., Oda D. J. Org. Chem. 51:1986;4375-4385.
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    • For the intramolecular palladium-catalysed arylation of nitroalkanes, see:
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    • For the intermolecular palladium-catalysed arylation of nitroalkanes, see:
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    • For the palladium-catalysed coupling of 4-alkylnitrobenzenes and aryl bromides, see:
    • For the palladium-catalysed coupling of 4-alkylnitrobenzenes and aryl bromides, see: Inoh J.-I., Satoh T., Pivsa-Art S., Miura M., Nomura M. Tetrahedron Lett. 39:1998;4673-4676.
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    • This azabicyclic ring system is found in more than 200 natural products. For recently isolated alkaloids embodying this ring system, see: Madangamines:
    • This azabicyclic ring system is found in more than 200 natural products. For recently isolated alkaloids embodying this ring system, see: Madangamines: Kong F., Graziani E.I., Andersen R.J. J. Nat. Prod. 61:1998;267-271.
    • (1998) J. Nat. Prod. , vol.61 , pp. 267-271
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  • 23
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    • The allylic nitro compounds have been prepared by reaction of the corresponding ketones with nitromethane:
    • The allylic nitro compounds have been prepared by reaction of the corresponding ketones with nitromethane: Barton D.H.R., Motherwell W.B., Zard S.Z. J. Chem. Soc., Chem. Commun. 1982;551-552.
    • (1982) J. Chem. Soc., Chem. Commun , pp. 551-552
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    • note
    • 2) to give 2 (36 mg, 46%).
  • 26
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    • note
    • 2), 119.9 (CH), 127.0 (CH), 128.2 (CH), 128.9 (CH), 138.6 (C), 141.8 (C), 142.9 (C), 143. 1 (C).
  • 27
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    • For the isolation and subsequent reductive elimination of palladium complexes of enolate-type anions, see:
    • For the isolation and subsequent reductive elimination of palladium complexes of enolate-type anions, see: Culkin D.A., Hartwig J.F. J. Am. Chem. Soc. 123:2001;5816-5817.
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    • note
    • 3 = 10.3.
  • 33
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    • For the conversion of nitro compounds to nitriles, see:
    • For the conversion of nitro compounds to nitriles, see: Urpí F., Vilarrasa J. Tetrahedron Lett. 31:1990;7497-7498.
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    • Urpí, F.1    Vilarrasa, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.