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Volumn 48, Issue 25, 2007, Pages 4419-4422

Unusual synthesis of dihydropyrido[2,1-a]isoindolone derivatives by radical cyclization of enamides of Baylis-Hillman adducts

Author keywords

Baylis Hillman adducts; Dihydropyrido 2,1 a isoindolone; Enamides; Radical cyclization

Indexed keywords

2 BROMOBENZALDEHYDE DERIVATIVE; AMIDE; BENZALDEHYDE DERIVATIVE; DIHYDROPYRIDO[2,1 A]ISOINDOLONE DERIVATIVE; ENAMIDE; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34248672252     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.04.111     Document Type: Article
Times cited : (23)

References (45)
  • 1
    • 0037366617 scopus 로고    scopus 로고
    • For the review articles on Baylis-Hillman reaction, see:
    • For the review articles on Baylis-Hillman reaction, see:. Basavaiah D., Rao A.J., and Satyanarayana T. Chem. Rev. 103 (2003) 811-891
    • (2003) Chem. Rev. , vol.103 , pp. 811-891
    • Basavaiah, D.1    Rao, A.J.2    Satyanarayana, T.3
  • 2
    • 0000892247 scopus 로고    scopus 로고
    • Paquette L.A. (Ed), John Wiley & Sons, New York
    • Ciganek E. In: Paquette L.A. (Ed). Organic Reactions Vol. 51 (1997), John Wiley & Sons, New York 201-350
    • (1997) Organic Reactions , vol.51 , pp. 201-350
    • Ciganek, E.1
  • 6
    • 33745615627 scopus 로고    scopus 로고
    • For the examples of radical cyclization reactions involving Baylis-Hillman adducts, see:
    • For the examples of radical cyclization reactions involving Baylis-Hillman adducts, see:. Gowrisankar S., Lee K.Y., Kim T.H., and Kim J.N. Tetrahedron Lett. 47 (2006) 5785-5788
    • (2006) Tetrahedron Lett. , vol.47 , pp. 5785-5788
    • Gowrisankar, S.1    Lee, K.Y.2    Kim, T.H.3    Kim, J.N.4
  • 16
    • 0033597241 scopus 로고    scopus 로고
    • For the synthesis and radical cyclizations of enamides, see:
    • For the synthesis and radical cyclizations of enamides, see:. Cid M.M., Dominguez D., Castedo L., and Vazquez-Lopez E.M. Tetrahedron 55 (1999) 5599-5610
    • (1999) Tetrahedron , vol.55 , pp. 5599-5610
    • Cid, M.M.1    Dominguez, D.2    Castedo, L.3    Vazquez-Lopez, E.M.4
  • 22
    • 34248658111 scopus 로고    scopus 로고
    • note
    • 3: C, 78.97; H, 5.35; N, 3.54. Found: C, 78.65; H, 5.37; N, 3.39.
  • 23
    • 0346656516 scopus 로고    scopus 로고
    • For the synthesis of similar pyridoisoindole derivatives, see:
    • For the synthesis of similar pyridoisoindole derivatives, see:. Marion F., Courillon C., and Malacria M. Org. Lett. 5 (2003) 5095-5097
    • (2003) Org. Lett. , vol.5 , pp. 5095-5097
    • Marion, F.1    Courillon, C.2    Malacria, M.3
  • 31
    • 11144272640 scopus 로고    scopus 로고
    • For the synthesis of eight-membered ring compounds via radical cyclizations, see:
    • For the synthesis of eight-membered ring compounds via radical cyclizations, see:. Bremner J.B., and Sengpracha W. Tetrahedron 61 (2005) 941-953
    • (2005) Tetrahedron , vol.61 , pp. 941-953
    • Bremner, J.B.1    Sengpracha, W.2
  • 35
    • 34248666866 scopus 로고    scopus 로고
    • note
    • 2 = 0.1718 (I > 2σ(I)). We omitted hydrogen atoms for clarity (Fig. 1). The X-ray data has been deposited in CCDC with number 634382.
  • 36
    • 0000553274 scopus 로고    scopus 로고
    • For the examples of intramolecular hydrogen transfer of radical intermediates, see:
    • For the examples of intramolecular hydrogen transfer of radical intermediates, see:. Dort P.C.V., and Fuchs P.L. J. Org. Chem. 62 (1997) 7142-7147
    • (1997) J. Org. Chem. , vol.62 , pp. 7142-7147
    • Dort, P.C.V.1    Fuchs, P.L.2
  • 45
    • 34248677448 scopus 로고    scopus 로고
    • note
    • The formation of compound 8 from 4f clearly stated that the corresponding aryl radical must be generated in the reaction. However, we could not explain the different reactivity of two aryl radicals generated from 4a and 4f at this stage.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.