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Volumn 6, Issue 25, 2004, Pages 4755-4757

Palladium-catalyzed intramolecular O-arylation of enolates: Application to benzo[6]furan synthesis

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE; BENZOTHIOPHENE; CARBON; CHEMICAL COMPOUND; ENOLATE; HALIDE; KETONE DERIVATIVE; OXYGEN; PALLADIUM; UNCLASSIFIED DRUG;

EID: 11444270393     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047993g     Document Type: Article
Times cited : (136)

References (32)
  • 1
    • 0013418182 scopus 로고    scopus 로고
    • Negishi, E. I., Ed.; Wiley: New York
    • For recent reviews on Pd-catalyzed C-O and C-N bond fomation, see: (a) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1051. (b) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1097. (c) Muci, A. R.; Buchwald, S. L. Top. Curr. Chem. 2002, 219, 131. (d) Prim, D.; Campagne, J.-M.; Joseph, D.; Andrioletti, B. Tetrahedron 2002, 58, 2041.
    • (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , vol.2 , pp. 1051
    • Hartwig, J.F.1
  • 2
    • 4444333382 scopus 로고    scopus 로고
    • Negishi, E. I., Ed.; Wiley: New York
    • For recent reviews on Pd-catalyzed C-O and C-N bond fomation, see: (a) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1051. (b) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1097. (c) Muci, A. R.; Buchwald, S. L. Top. Curr. Chem. 2002, 219, 131. (d) Prim, D.; Campagne, J.-M.; Joseph, D.; Andrioletti, B. Tetrahedron 2002, 58, 2041.
    • (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , vol.2 , pp. 1097
    • Hartwig, J.F.1
  • 3
    • 0000157513 scopus 로고    scopus 로고
    • For recent reviews on Pd-catalyzed C-O and C-N bond fomation, see: (a) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1051. (b) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1097. (c) Muci, A. R.; Buchwald, S. L. Top. Curr. Chem. 2002, 219, 131. (d) Prim, D.; Campagne, J.-M.; Joseph, D.; Andrioletti, B. Tetrahedron 2002, 58, 2041.
    • (2002) Top. Curr. Chem. , vol.219 , pp. 131
    • Muci, A.R.1    Buchwald, S.L.2
  • 4
    • 0037060980 scopus 로고    scopus 로고
    • For recent reviews on Pd-catalyzed C-O and C-N bond fomation, see: (a) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1051. (b) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 1097. (c) Muci, A. R.; Buchwald, S. L. Top. Curr. Chem. 2002, 219, 131. (d) Prim, D.; Campagne, J.-M.; Joseph, D.; Andrioletti, B. Tetrahedron 2002, 58, 2041.
    • (2002) Tetrahedron , vol.58 , pp. 2041
    • Prim, D.1    Campagne, J.-M.2    Joseph, D.3    Andrioletti, B.4
  • 12
    • 77956990841 scopus 로고    scopus 로고
    • For reviews dealing with benzofuran synthesis, see: (a) Hou, X.-L.; Yang, Z.; Wong, H. N. C. Prog. Heterocycl. Chem. 2002, 14, 139. (b) Gilchrist, T. L. J. Chem. Soc., Perkin Trans. 1 2001, 2491. (c) Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893. (d) Donnelly, D. M. X.; Meegan, M. J. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds,; Pergamon Press: New York, 1984; Vol. 4, p 657.
    • (2002) Prog. Heterocycl. Chem. , vol.14 , pp. 139
    • Hou, X.-L.1    Yang, Z.2    Wong, H.N.C.3
  • 13
    • 0034740911 scopus 로고    scopus 로고
    • For reviews dealing with benzofuran synthesis, see: (a) Hou, X.-L.; Yang, Z.; Wong, H. N. C. Prog. Heterocycl. Chem. 2002, 14, 139. (b) Gilchrist, T. L. J. Chem. Soc., Perkin Trans. 1 2001, 2491. (c) Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893. (d) Donnelly, D. M. X.; Meegan, M. J. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds,; Pergamon Press: New York, 1984; Vol. 4, p 657.
    • (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 2491
    • Gilchrist, T.L.1
  • 14
    • 0037366605 scopus 로고    scopus 로고
    • For reviews dealing with benzofuran synthesis, see: (a) Hou, X.-L.; Yang, Z.; Wong, H. N. C. Prog. Heterocycl. Chem. 2002, 14, 139. (b) Gilchrist, T. L. J. Chem. Soc., Perkin Trans. 1 2001, 2491. (c) Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893. (d) Donnelly, D. M. X.; Meegan, M. J. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds,; Pergamon Press: New York, 1984; Vol. 4, p 657.
    • (2003) Chem. Rev. , vol.103 , pp. 893
    • Horton, D.A.1    Bourne, G.T.2    Smythe, M.L.3
  • 15
    • 84943380362 scopus 로고
    • Katritzky, A. R., Rees, C. W., Eds,; Pergamon Press: New York
    • For reviews dealing with benzofuran synthesis, see: (a) Hou, X.-L.; Yang, Z.; Wong, H. N. C. Prog. Heterocycl. Chem. 2002, 14, 139. (b) Gilchrist, T. L. J. Chem. Soc., Perkin Trans. 1 2001, 2491. (c) Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893. (d) Donnelly, D. M. X.; Meegan, M. J. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds,; Pergamon Press: New York, 1984; Vol. 4, p 657.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 657
    • Donnelly, D.M.X.1    Meegan, M.J.2
  • 17
    • 2942557280 scopus 로고    scopus 로고
    • Reviews: (a) Li, J. J.; Gribble, G. W. Palladium in Heterocyclic Chemistry; Pergamon: Amsterdam, 2000. (b) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127.
    • (2004) Chem. Rev. , vol.104 , pp. 2127
    • Nakamura, I.1    Yamamoto, Y.2
  • 19
    • 2942609168 scopus 로고    scopus 로고
    • Reviews: (a) Hosokawa, T.; Murahashi, S.-I. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2, p 2169. (b) Zeni, G.; Larock, R. C. Chem. Rev. 2004, 104, 2285.
    • (2004) Chem. Rev. , vol.104 , pp. 2285
    • Zeni, G.1    Larock, R.C.2
  • 20
    • 0036146813 scopus 로고    scopus 로고
    • For reviews, see: (a) Cacchi, S.; Fabrizi, G.; Goggiomani, A. Heterocycles 2002, 56, 613. (b) Cacchi, S. J. Organomet. Chem. 1999, 576, 42. (c) Cacchi, S.; Arcadi, A. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2. p 2193.
    • (2002) Heterocycles , vol.56 , pp. 613
    • Cacchi, S.1    Fabrizi, G.2    Goggiomani, A.3
  • 21
    • 0001848413 scopus 로고    scopus 로고
    • For reviews, see: (a) Cacchi, S.; Fabrizi, G.; Goggiomani, A. Heterocycles 2002, 56, 613. (b) Cacchi, S. J. Organomet. Chem. 1999, 576, 42. (c) Cacchi, S.; Arcadi, A. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2. p 2193.
    • (1999) J. Organomet. Chem. , vol.576 , pp. 42
    • Cacchi, S.1
  • 22
    • 0037583537 scopus 로고    scopus 로고
    • Negishi, E. I., Ed.; Wiley: New York
    • For reviews, see: (a) Cacchi, S.; Fabrizi, G.; Goggiomani, A. Heterocycles 2002, 56, 613. (b) Cacchi, S. J. Organomet. Chem. 1999, 576, 42. (c) Cacchi, S.; Arcadi, A. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E. I., Ed.; Wiley: New York, 2002; Vol. 2. p 2193.
    • (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , vol.2 , pp. 2193
    • Cacchi, S.1    Arcadi, A.2
  • 23
    • 0141888366 scopus 로고    scopus 로고
    • For recent examples, see: (a) Pal, M.; Subramanian, V.; Yeleswarapu, K. R. Tetrahedron Lett. 2003, 44, 8221. (b) Dai, W.-M.; Lai, K. W. Tetrahedron Lett. 2002, 43, 9377. (c) Flynn, B. L.; Hamel, E.; Jung, M. K. J. Med. Chem. 2002, 45, 2670. (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 8221
    • Pal, M.1    Subramanian, V.2    Yeleswarapu, K.R.3
  • 24
    • 0037121559 scopus 로고    scopus 로고
    • For recent examples, see: (a) Pal, M.; Subramanian, V.; Yeleswarapu, K. R. Tetrahedron Lett. 2003, 44, 8221. (b) Dai, W.-M.; Lai, K. W. Tetrahedron Lett. 2002, 43, 9377. (c) Flynn, B. L.; Hamel, E.; Jung, M. K. J. Med. Chem. 2002, 45, 2670. (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 9377
    • Dai, W.-M.1    Lai, K.W.2
  • 25
    • 0037030605 scopus 로고    scopus 로고
    • For recent examples, see: (a) Pal, M.; Subramanian, V.; Yeleswarapu, K. R. Tetrahedron Lett. 2003, 44, 8221. (b) Dai, W.-M.; Lai, K. W. Tetrahedron Lett. 2002, 43, 9377. (c) Flynn, B. L.; Hamel, E.; Jung, M. K. J. Med. Chem. 2002, 45, 2670. (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387.
    • (2002) J. Med. Chem. , vol.45 , pp. 2670
    • Flynn, B.L.1    Hamel, E.2    Jung, M.K.3
  • 26
    • 0035799876 scopus 로고    scopus 로고
    • For recent examples, see: (a) Pal, M.; Subramanian, V.; Yeleswarapu, K. R. Tetrahedron Lett. 2003, 44, 8221. (b) Dai, W.-M.; Lai, K. W. Tetrahedron Lett. 2002, 43, 9377. (c) Flynn, B. L.; Hamel, E.; Jung, M. K. J. Med. Chem. 2002, 45, 2670. (d) Hu, Y.; Yang, Z. Org. Lett. 2001, 3, 1387.
    • (2001) Org. Lett. , vol.3 , pp. 1387
    • Hu, Y.1    Yang, Z.2
  • 27
    • 11444269854 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 29
    • 0037112673 scopus 로고    scopus 로고
    • For a review documenting the use of aryl chlorides in Pd catalysis, see: Littke, A. F.; Fu, G. C. Angew. Chem., Int. Ed. 2002, 41, 4176.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 4176
    • Littke, A.F.1    Fu, G.C.2
  • 30
    • 0344443288 scopus 로고    scopus 로고
    • For recent examples, see: (a) Moreau, X.; Campagne, J.-M. J. Organomet. Chem. 2003, 687, 322. (b) Schopfer, U.; Schlapbach, A. Tetrahedron 2001, 57, 3069. (c) See also ref 1.
    • (2003) J. Organomet. Chem. , vol.687 , pp. 322
    • Moreau, X.1    Campagne, J.-M.2
  • 31
    • 0035831983 scopus 로고    scopus 로고
    • For recent examples, see: (a) Moreau, X.; Campagne, J.-M. J. Organomet. Chem. 2003, 687, 322. (b) Schopfer, U.; Schlapbach, A. Tetrahedron 2001, 57, 3069. (c) See also ref 1.
    • (2001) Tetrahedron , vol.57 , pp. 3069
    • Schopfer, U.1    Schlapbach, A.2
  • 32
    • 0344443288 scopus 로고    scopus 로고
    • See also ref 1
    • For recent examples, see: (a) Moreau, X.; Campagne, J.-M. J. Organomet. Chem. 2003, 687, 322. (b) Schopfer, U.; Schlapbach, A. Tetrahedron 2001, 57, 3069. (c) See also ref 1.


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