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Volumn , Issue 7, 1998, Pages 746-747

Palladium-catalyzed allylating heteroannulation of o-alkynyl-allyloxybenzenes. A route to 2-substituted-3-allylbenzo[b]furans

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EID: 26844555004     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1755     Document Type: Article
Times cited : (73)

References (29)
  • 1
    • 84943380362 scopus 로고
    • ed. A.R. Katritzky and C.W. Rees, Pergaraon Press, Oxford
    • Donnelly, D.M.X. and Meegan, M. J. in Comprehensive Heterocyclic Chemistry, vol.4, pp. 657-712, ed. A.R. Katritzky and C.W. Rees, Pergaraon Press, Oxford, 1984.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 657-712
    • Donnelly, D.M.X.1    Meegan, M.J.2
  • 9
    • 0026623032 scopus 로고
    • We and other groups have shown that the intramolecular attack of nucleophiles to triple bonds can be promoted by various σ-unsaturated organopalladium species; σ-alkynyl : Bouyssi, D.; Goré, J.; Balme, G. Tetrahedron Lett., 1992, 33, 2811;
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2811
    • Bouyssi, D.1    Goré, J.2    Balme, G.3
  • 20
  • 21
    • 0001242798 scopus 로고    scopus 로고
    • a) A similar strategy leading to the synthesis of 3-allylindoles has been developed independently and simultaneously by Cacchi's group: Cacchi, S.; Fabrizi, G.; Pace, P. J. Org. Chem., 1998, 63, 1001.
    • (1998) J. Org. Chem. , vol.63 , pp. 1001
    • Cacchi, S.1    Fabrizi, G.2    Pace, P.3
  • 29
    • 26844452010 scopus 로고    scopus 로고
    • note
    • 3CN:THF (4:1; 5 ml) and the resulting mixture was heated at 80°C till disappearance of the starting material (TLC). The solvents were then removed in vacuo and the residue was purified by flash chromatography on silica gel to give the pure benzofuran.


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