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Volumn 38, Issue 43, 1997, Pages 7495-7498

Dienophilicity of imidazole in inverse electron demand Diels-Alder reactions; intermolecular reactions with 1,2,4-triazines

Author keywords

[No Author keywords available]

Indexed keywords

IMIDAZO[4,5 C]PYRIDINE DERIVATIVE; PYRIDO[3,2 D]PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030808978     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01799-1     Document Type: Article
Times cited : (19)

References (44)
  • 1
    • 45449097286 scopus 로고
    • Reviews of inverse electron demand Diels-Alder reactions: (a)
    • Reviews of inverse electron demand Diels-Alder reactions: (a) Boger, D.L. Tetrahedron 1983, 39, 2869 - 2939.
    • (1983) Tetrahedron , vol.39 , pp. 2869-2939
    • Boger, D.L.1
  • 2
    • 33845376451 scopus 로고
    • (b)
    • (b) Boger, D.L. Chem. Rev. 1986, 86, 781 - 793.
    • (1986) Chem. Rev. , vol.86 , pp. 781-793
    • Boger, D.L.1
  • 4
    • 0030586204 scopus 로고    scopus 로고
    • and literature cited therein (ref. 1).
    • Benson, S.C.; Lee, L.; Snyder, J.K. Tetrahedron Lett. 1996, 37, 5061 - 5064, and literature cited therein (ref. 1).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 5061-5064
    • Benson, S.C.1    Lee, L.2    Snyder, J.K.3
  • 5
    • 0029825205 scopus 로고    scopus 로고
    • For some recent lead references on 3-deazapurines and their biological activity: (a)
    • For some recent lead references on 3-deazapurines and their biological activity: (a) Impagnatiello, A.; Franceschini, N.; Oratore, A.; Bozzi, A. Biochimie 1996, 78, 267 - 272.
    • (1996) Biochimie , vol.78 , pp. 267-272
    • Impagnatiello, A.1    Franceschini, N.2    Oratore, A.3    Bozzi, A.4
  • 14
    • 0027406260 scopus 로고
    • Syntheses and synthetic studies: (d)
    • Syntheses and synthetic studies: (d) Achab, S.; Guyot, M.; Potier, P. Tetrahedron Lett. 1993, 34, 2127 - 2130.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 2127-2130
    • Achab, S.1    Guyot, M.2    Potier, P.3
  • 19
    • 0343967019 scopus 로고    scopus 로고
    • Horne has also reported a [4+6]-condensation of 4-alkyl-2-aminoimidazoles: (b)
    • Horne has also reported a [4+6]-condensation of 4-alkyl-2-aminoimidazoles: (b) Xu, Y.-Z.; Yakushijin, K.; Horne, D.A. J. Org. Chem. 1997, 60, 9569 - 9571.
    • (1997) J. Org. Chem. , vol.60 , pp. 9569-9571
    • Xu, Y.-Z.1    Yakushijin, K.2    Horne, D.A.3
  • 27
    • 37049141101 scopus 로고
    • Similar rearrangements are known in the cycloaddition chemistry of indoles: (a)
    • Similar rearrangements are known in the cycloaddition chemistry of indoles: (a) Acheson, R.M.; Bridson, J.N.; Cecil, T.R.; Hands, A.R. J. Chem. Soc., Perk. Trans. I 1972, 1569 - 1576.
    • (1972) J. Chem. Soc., Perk. Trans. , vol.1 , pp. 1569-1576
    • Acheson, R.M.1    Bridson, J.N.2    Cecil, T.R.3    Hands, A.R.4
  • 31
    • 0342660884 scopus 로고
    • For a recent review of pyridopyrimidines Taylor, E.C., Ed.; John Wiley & Sons: New York, Fused Pyrimidines; Miscellaneous Fused Pyrimidines, Chapter 1
    • For a recent review of pyridopyrimidines: Warner, J.C. In The Chemistry of Heterocyclic Compounds; Taylor, E.C., Ed.; John Wiley & Sons: New York, 1992; Vol. 24, Part 4: Fused Pyrimidines; Miscellaneous Fused Pyrimidines, Chapter 1.
    • (1992) In the Chemistry of Heterocyclic Compounds , vol.24 , Issue.PART 4
    • Warner, J.C.1
  • 35
    • 0343095200 scopus 로고
    • For the preparation of 2d, see ref. 10d; 2d had appeared in the literature prior to this, but without accompanying details for its preparation or characterization: (a)
    • For the preparation of 2d, see ref. 10d; 2d had appeared in the literature prior to this, but without accompanying details for its preparation or characterization: (a) Neunhoeffer, H.; Fruhauf, H.W. Tetrahedron Lett. 1970, 3355 - 3356.
    • (1970) Tetrahedron Lett. , pp. 3355-3356
    • Neunhoeffer, H.1    Fruhauf, H.W.2
  • 39
    • 84944078040 scopus 로고
    • (e) Boulton, A.J., McKillop, A., Eds.; Pergamon: Oxford
    • (e) Neunhoeffer, H. In Comprehensive Heterocyclic Chemistry; Boulton, A.J., McKillop, A., Eds.; Pergamon: Oxford, 1984; Vol. 3, pp 385 - 456.
    • (1984) In Comprehensive Heterocyclic Chemistry , vol.3 , pp. 385-456
    • Neunhoeffer, H.1
  • 40
    • 0001639324 scopus 로고
    • A rearrangement mechanism involving tautomerization of 3,4-dihydropyridine intermediate A (Scheme 2) to the more stable 1,4-dihydropyridine is also conceivable. (a)
    • A rearrangement mechanism involving tautomerization of 3,4-dihydropyridine intermediate A (Scheme 2) to the more stable 1,4-dihydropyridine is also conceivable. (a) Bodor, N.; Pearlman, R. J. Am. Chem. Soc. 1978, 100, 4946 - 4953.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 4946-4953
    • Bodor, N.1    Pearlman, R.2
  • 42
    • 0343966989 scopus 로고
    • (c) Such a tautomerization has been invoked by Seitz for the analogous rearrangement of the indole cycloadduct, ref. 10b
    • (c) Bohm, S.; Kuthan, J. Coll. Czech. Chem. Commun. 1982, 47, 2735 - 2745. Such a tautomerization has been invoked by Seitz for the analogous rearrangement of the indole cycloadduct, ref. 10b.
    • (1982) Coll. Czech. Chem. Commun. , vol.47 , pp. 2735-2745
    • Bohm, S.1    Kuthan, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.