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Volumn 51, Issue 20, 2010, Pages 2774-2777

Synthesis of 4-allylquinazolines from N-(2-cyanoaryl)amides via the In-mediated allylation of nitrile and dehydrative cyclization cascade

Author keywords

Allylation; Barbier reaction; Indium; Nitrile; Quinazolines

Indexed keywords

ALLYL COMPOUND; AMIDE; INDIUM; NITRILE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; QUINAZOLINE DERIVATIVE;

EID: 77950593695     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.03.076     Document Type: Article
Times cited : (25)

References (36)
  • 1
    • 34347378107 scopus 로고    scopus 로고
    • For the general review on indium-mediated reactions, see:
    • For the general review on indium-mediated reactions, see:. Auge J., Lubin-Germain N., and Uziel J. Synthesis (2007) 1739-1764
    • (2007) Synthesis , pp. 1739-1764
    • Auge, J.1    Lubin-Germain, N.2    Uziel, J.3
  • 10
    • 0000697791 scopus 로고
    • For diallylation of benzonitrile with allylindate, see:
    • For diallylation of benzonitrile with allylindate, see:. Jin S.-J., Araki S., and Butsugan Y. Bull. Chem. Soc. Jpn. 66 (1993) 1528-1532
    • (1993) Bull. Chem. Soc. Jpn. , vol.66 , pp. 1528-1532
    • Jin, S.-J.1    Araki, S.2    Butsugan, Y.3
  • 11
    • 4344686682 scopus 로고    scopus 로고
    • For the indium(I) iodide-promoted allylation of α,β-unsaturated nitrile, see:
    • For the indium(I) iodide-promoted allylation of α,β-unsaturated nitrile, see:. Ranu B.C., and Das A. Tetrahedron Lett. 45 (2004) 6875-6877
    • (2004) Tetrahedron Lett. , vol.45 , pp. 6875-6877
    • Ranu, B.C.1    Das, A.2
  • 12
    • 60649118972 scopus 로고    scopus 로고
    • For the In-mediated Barbier type allylation of nitrile-containing substrates, see:
    • For the In-mediated Barbier type allylation of nitrile-containing substrates, see:. Kim S.H., Lee H.S., Kim K.H., and Kim J.N. Tetrahedron Lett. 50 (2009) 1696-1698
    • (2009) Tetrahedron Lett. , vol.50 , pp. 1696-1698
    • Kim, S.H.1    Lee, H.S.2    Kim, K.H.3    Kim, J.N.4
  • 16
    • 34547141228 scopus 로고    scopus 로고
    • For the synthesis and biological activities of natural and non-natural quinazoline derivatives, see:
    • For the synthesis and biological activities of natural and non-natural quinazoline derivatives, see:. Mason J.J., and Bergman J. Org. Biomol. Chem. 5 (2007) 2486-2490
    • (2007) Org. Biomol. Chem. , vol.5 , pp. 2486-2490
    • Mason, J.J.1    Bergman, J.2
  • 22
    • 25144475990 scopus 로고    scopus 로고
    • For the synthesis of quinazoline derivatives, see: and further references cited therein
    • For the synthesis of quinazoline derivatives, see:. Connolly D.J., Cusack D., O'Sullivan T.P., and Guiry P.J. Tetrahedron 61 (2005) 10153-10202 and further references cited therein
    • (2005) Tetrahedron , vol.61 , pp. 10153-10202
    • Connolly, D.J.1    Cusack, D.2    O'Sullivan, T.P.3    Guiry, P.J.4
  • 35
    • 77950593747 scopus 로고    scopus 로고
    • note
    • The starting materials 1a-i and 1k were prepared from the corresponding 2-aminoarylcarbonitriles and benzoic anhydride, pivalic anhydride, trifluoroacetic anhydride, or acetic anhydride. Compound 1j was prepared with formic acid. Compound 3 was prepared from 2-aminobenzonitrile and ethyl chloroformate.
  • 36
    • 77950594413 scopus 로고    scopus 로고
    • note
    • 2O: C, 73.66; H, 7.06; N, 12.27. Found: C, 73.79; H, 7.34; N, 11.96.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.