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Volumn 71, Issue 14, 2006, Pages 5303-5311

General and versatile entry to 4,5-fused polycyclic imidazolones systems. Use of the tandem transposition/π-cyclization of N-acyliminium species

Author keywords

[No Author keywords available]

Indexed keywords

HYDANTOIN RING; REGIOSELECTIVE REDUCTION; SPIROHYDANTOIN; TANDEM TRANSPOSITION;

EID: 33745714353     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060616s     Document Type: Article
Times cited : (39)

References (58)
  • 2
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    • and references therein
    • For a recent review in this area, see: Jackson, P. F.; Bullington, J. L. Curr. Top. Med. Chem. 2002, 2, 1011-1020 and references therein.
    • (2002) Curr. Top. Med. Chem. , vol.2 , pp. 1011-1020
    • Jackson, P.F.1    Bullington, J.L.2
  • 14
    • 0005706403 scopus 로고
    • Lettau, H. Z. Chem. 1970, 10, 462-462.
    • (1970) Z. Chem. , vol.10 , pp. 462-462
    • Lettau, H.1
  • 15
    • 0038642267 scopus 로고    scopus 로고
    • Interestingly, the concomitant reduction of the ketone adjacent to the oxime has been rendered marginal when the reduction process was performed with Pd-catalyzed hydrogenolysis under acid conditions. For this end, see: Laufer, S. A.; Wagner, G. K.; Kotschenreuther, D. A.; Albrecht, W. J. Med. Chem. 2003, 46, 3230-3244.
    • (2003) J. Med. Chem. , vol.46 , pp. 3230-3244
    • Laufer, S.A.1    Wagner, G.K.2    Kotschenreuther, D.A.3    Albrecht, W.4
  • 18
    • 2042434749 scopus 로고
    • Photochemically driven oxidative cyclization of 4,5-diphenylimidazole and other similar compounds has also been reported. For this purpose, see: Purushothaman, E.; Pillai, V. N. R. Indian J. Chem., Sect. B 1989, 28, 290-293.
    • (1989) Indian J. Chem., Sect. B , vol.28 , pp. 290-293
    • Purushothaman, E.1    Pillai, V.N.R.2
  • 31
    • 0023866309 scopus 로고
    • In general, our yields are better than those reported in the literature except for the spirohydantoin 9Ic. For that, see: Sarges, R.; Schnur, R. C.; Belletire, J. L.; Peterson, M. J. J. Med. Chem. 1988, 31, 230-243.
    • (1988) J. Med. Chem. , vol.31 , pp. 230-243
    • Sarges, R.1    Schnur, R.C.2    Belletire, J.L.3    Peterson, M.J.4
  • 37
    • 0001141297 scopus 로고
    • (d) Ware, E. Chem. Rev. 1950, 46, 403-470.
    • (1950) Chem. Rev. , vol.46 , pp. 403-470
    • Ware, E.1
  • 49
    • 33745722881 scopus 로고    scopus 로고
    • note
    • 2O. See refs 18-21 for examples.
  • 50
    • 84986470906 scopus 로고
    • To our knowledge, only a few reports in this area are published. See: (a) Rubido, J.; Pedregal, C.; Espada, M. Synthesis 1985, 307-309.
    • (1985) Synthesis , pp. 307-309
    • Rubido, J.1    Pedregal, C.2    Espada, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.