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Volumn 11, Issue 4, 2009, Pages 995-997

New benzotriazole and benzimidazole scaffolds from Ugi-Smiles couplings of isocyanides

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIA; BENZIMIDAZOLE DERIVATIVE; BENZOTRIAZOLE; CYANIDE; NITROPHENOL; PALLADIUM; TRIAZOLE DERIVATIVE;

EID: 62749109142     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8029438     Document Type: Article
Times cited : (52)

References (45)
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    • Remaining isocyanide might inhibit the palladium catalytical cycle. For such an effect in a one-pot synthesis of indole, see
    • (8) Remaining isocyanide might inhibit the palladium catalytical cycle. For such an effect in a one-pot synthesis of indole, see: El Kaim, L.; Gizzi, M.; Grimaud, L. Org. let. 2008, 10, 3417-3419.
    • (2008) Org. let , vol.10 , pp. 3417-3419
    • El Kaim, L.1    Gizzi, M.2    Grimaud, L.3
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    • a, Katritzky, A. R, Rees, C. W, Scriven, E. F. V, Eds, Pergamon Press: Oxford
    • (9) (a) Fan; W.-Q.; Katritzky, A. R. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon Press: Oxford, 1996; Vol. 4, pp 101-126.
    • (1996) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 101-126
    • Fan, W.-Q.1    Katritzky, A.R.2
  • 24
    • 84943408843 scopus 로고
    • Imidazoles and their Benzo Derivatives
    • a, Katritzky, A. R, Rees, C. W, Eds, Pergamon: Oxford
    • (10) (a) Grimmett, M. R. Imidazoles and their Benzo Derivatives. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, 1984; Vol. 5, pp 457-487.
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    • Grimmett, M.R.1
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    • O2-RCHO
    • 2-RCHO).
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    • O2-RCHO
    • 2-RCHO).
  • 32
    • 0030067363 scopus 로고    scopus 로고
    • For some biologically relevant benzimidazoles and benzotriazoles, see: a
    • (11) For some biologically relevant benzimidazoles and benzotriazoles, see: (a) Salluja, S.; Zou, R.; Drach, J. C; Townsend, L. B. J. Med. Chem. 1996, 39, 881-891.
    • (1996) J. Med. Chem , vol.39 , pp. 881-891
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    • 0000440963 scopus 로고    scopus 로고
    • For a one-step pyridone formation from α, β-unsaturated ketones and α-benzotriazolylamides, see
    • (13) For a one-step pyridone formation from α, β-unsaturated ketones and α-benzotriazolylamides, see: Katritzky, A. R.; Belyakov, S. A.; Sorochinsky, A. E.; Henderson, S. A.; Chen, J. J. Org. Chem. 1997, 62, 6210-6214.
    • (1997) J. Org. Chem , vol.62 , pp. 6210-6214
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  • 41
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    • Such substituted benzimidazoles can also be produced by the UDC sequence described by Tempes, Hulme, and co-workers (Tempest, P.; Ma, V.; Thomas, S.; Hua, Z.; Kelly, M. G.; Hulme, C. Tetrahedron Lett. 2001, 42, 4959-4962.). Formally, similar products could also be formed by a U-3CR of phenylenediamine and condensation or by using o-nitroaniline and subsequent reductive cyclization.
    • (14) Such substituted benzimidazoles can also be produced by the UDC sequence described by Tempes, Hulme, and co-workers (Tempest, P.; Ma, V.; Thomas, S.; Hua, Z.; Kelly, M. G.; Hulme, C. Tetrahedron Lett. 2001, 42, 4959-4962.). Formally, similar products could also be formed by a U-3CR of phenylenediamine and condensation or by using o-nitroaniline and subsequent reductive cyclization.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.