메뉴 건너뛰기




Volumn 68, Issue 11, 2003, Pages 4345-4354

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

Author keywords

[No Author keywords available]

Indexed keywords

DIENOPHILICITY;

EID: 0038102449     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030049y     Document Type: Article
Times cited : (29)

References (71)
  • 1
    • 45449097286 scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1983) Tetrahedron , vol.39 , pp. 2869-2939
    • Boger, D.L.1
  • 2
    • 33845376451 scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1986) Chem. Rev. , vol.86 , pp. 781-794
    • Boger, D.L.1
  • 3
    • 0003719612 scopus 로고
    • Wasserman, H. H., Ed.; Academic: New York, Chapters 9 and 10
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1987) Hetero Diels-Alder Methodology in Organic Synthesis , vol.47
    • Boger, D.L.1    Weinreb, S.N.2
  • 4
    • 85012738894 scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1989) Prog. Heterocycl. Chem. , vol.1 , pp. 30-64
    • Boger, D.L.1    Patel, M.2
  • 5
    • 0000369566 scopus 로고
    • Katritzky, A. R., Ed.; Academic: New York
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1987) Advances in Heterocyclic Chemistry , vol.42 , pp. 245-333
    • Kametani, T.1    Hibino, S.2
  • 6
    • 0000229010 scopus 로고    scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1996) Chemtracts: Org. Chem. , vol.9 , pp. 149-189
    • Boger, D.L.1
  • 7
    • 84988080233 scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1990) Bull. Chim. Soc. Belg. , vol.99 , pp. 599-615
    • Boger, D.L.1
  • 8
    • 0029844731 scopus 로고    scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1996) J. Heterocycl. Chem. , vol.33 , pp. 1519-1531
    • Boger, D.L.1
  • 9
    • 0038093955 scopus 로고    scopus 로고
    • For reviews of inverse electron demand Diels-Alder reactions, see: (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (b) Boger, D. L. Chem. Rev. 1986, 86, 781-794. (c) Boger, D. L.; Weinreb, S. N. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic: New York, 1987; Vol. 47, Chapters 9 and 10. (d) Boger, D. L.; Patel, M. Prog. Heterocycl. Chem. 1989, 1, 30-64. (e) Kametani, T.; Hibino. S. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic: New York, 1987; Vol. 42, pp 245-333. (f) Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149-189. (g) Boger, D. L. Bull. Chim. Soc. Belg. 1990, 99, 599-615. (h) Boger, D. L. J. Heterocycl. Chem. 1996, 33, 1519-1531. (i) Boger, D. L. J. Heterocycl. Chem. 1998, 35, 1001-1011.
    • (1998) J. Heterocycl. Chem. , vol.35 , pp. 1001-1011
    • Boger, D.L.1
  • 10
    • 0000426796 scopus 로고    scopus 로고
    • Harmata, M., Ed.; JAI Press: Stamford, CT
    • For a review, see: Lee, L.; Snyder, J. K. In Advances in Cycloadditions; Harmata, M., Ed.; JAI Press: Stamford, CT, 2001; Vol. 6, pp 119-171.
    • (2001) Advances in Cycloadditions , vol.6 , pp. 119-171
    • Lee, L.1    Snyder, J.K.2
  • 13
    • 0038093959 scopus 로고    scopus 로고
    • Ph.D. Dissertation, Boston University
    • (c) Wan, Z.-K. Ph.D. Dissertation, Boston University, 1999.
    • (1999)
    • Wan, Z.-K.1
  • 48
    • 0038432738 scopus 로고    scopus 로고
    • note
    • (b) We also encountered similar regioselectivity problems with the condensation of amidrazones with malonates.
  • 62
    • 0038770670 scopus 로고    scopus 로고
    • note
    • We thank two reviewers for this suggestion.
  • 64
    • 0030591659 scopus 로고    scopus 로고
    • (b) Kunz, B. A. Mutat. Res. 1996, 355, 129-140.
    • (1996) Mutat. Res , vol.355 , pp. 129-140
    • Kunz, B.A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.