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Volumn , Issue 16, 2003, Pages 2564-2570

Palladium-Catalysed Alkynylations of 2-Pyrone (Pyran-2-one) Halides

Author keywords

2 pyrones; Negishi reaction; Palladium; Sonogashira reaction

Indexed keywords

CATALYSIS; CATALYSTS; DERIVATIVES; SUBSTITUTION REACTIONS;

EID: 0344010942     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-42405     Document Type: Article
Times cited : (39)

References (38)
  • 1
    • 0001581197 scopus 로고
    • Burton, D. H.; Ollis, W. D.; Sammes, P. G., Eds.; Pergamon: New York
    • Staunton, J. In Comprehensive Organic Chemistry, Vol. 4; Burton, D. H.; Ollis, W. D.; Sammes, P. G., Eds.; Pergamon: New York, 1979, 629.
    • (1979) Comprehensive Organic Chemistry , vol.4 , pp. 629
    • Staunton, J.1
  • 9
    • 0026730571 scopus 로고
    • For an excellent review, see: (a) Afarinkia, K.; Vinader, V.; Nelson, T. D.; Posner, G. H. Tetrahedron 1992, 48, 9111. (b) Bu'Lock, J. D.; Smith, H. E. J. Chem. Soc. 1960, 502. (c) Effenberger, F.; Ziegler, T. Chem. Ber. 1987, 120, 1339. (d) Tam, T. F.; Coles, P. Synthesis 1988, 383. (e) Moody, C. J.; Rahimtoola, K. F. J. Chem. Soc., Perkin Trans. 1 1990, 673.
    • (1992) Tetrahedron , vol.48 , pp. 9111
    • Afarinkia, K.1    Vinader, V.2    Nelson, T.D.3    Posner, G.H.4
  • 10
    • 37049049470 scopus 로고
    • For an excellent review, see: (a) Afarinkia, K.; Vinader, V.; Nelson, T. D.; Posner, G. H. Tetrahedron 1992, 48, 9111. (b) Bu'Lock, J. D.; Smith, H. E. J. Chem. Soc. 1960, 502. (c) Effenberger, F.; Ziegler, T. Chem. Ber. 1987, 120, 1339. (d) Tam, T. F.; Coles, P. Synthesis 1988, 383. (e) Moody, C. J.; Rahimtoola, K. F. J. Chem. Soc., Perkin Trans. 1 1990, 673.
    • (1960) J. Chem. Soc. , pp. 502
    • Bu'Lock, J.D.1    Smith, H.E.2
  • 11
    • 0000175536 scopus 로고
    • For an excellent review, see: (a) Afarinkia, K.; Vinader, V.; Nelson, T. D.; Posner, G. H. Tetrahedron 1992, 48, 9111. (b) Bu'Lock, J. D.; Smith, H. E. J. Chem. Soc. 1960, 502. (c) Effenberger, F.; Ziegler, T. Chem. Ber. 1987, 120, 1339. (d) Tam, T. F.; Coles, P. Synthesis 1988, 383. (e) Moody, C. J.; Rahimtoola, K. F. J. Chem. Soc., Perkin Trans. 1 1990, 673.
    • (1987) Chem. Ber. , vol.120 , pp. 1339
    • Effenberger, F.1    Ziegler, T.2
  • 12
    • 0002338793 scopus 로고
    • For an excellent review, see: (a) Afarinkia, K.; Vinader, V.; Nelson, T. D.; Posner, G. H. Tetrahedron 1992, 48, 9111. (b) Bu'Lock, J. D.; Smith, H. E. J. Chem. Soc. 1960, 502. (c) Effenberger, F.; Ziegler, T. Chem. Ber. 1987, 120, 1339. (d) Tam, T. F.; Coles, P. Synthesis 1988, 383. (e) Moody, C. J.; Rahimtoola, K. F. J. Chem. Soc., Perkin Trans. 1 1990, 673.
    • (1988) Synthesis , pp. 383
    • Tam, T.F.1    Coles, P.2
  • 13
    • 37049090335 scopus 로고
    • For an excellent review, see: (a) Afarinkia, K.; Vinader, V.; Nelson, T. D.; Posner, G. H. Tetrahedron 1992, 48, 9111. (b) Bu'Lock, J. D.; Smith, H. E. J. Chem. Soc. 1960, 502. (c) Effenberger, F.; Ziegler, T. Chem. Ber. 1987, 120, 1339. (d) Tam, T. F.; Coles, P. Synthesis 1988, 383. (e) Moody, C. J.; Rahimtoola, K. F. J. Chem. Soc., Perkin Trans. 1 1990, 673.
    • (1990) J. Chem. Soc., Perkin Trans. 1 , pp. 673
    • Moody, C.J.1    Rahimtoola, K.F.2
  • 25
    • 0344646087 scopus 로고    scopus 로고
    • note
    • Some of this work has appeared in a preliminary communication, see: Ref.11a.
  • 28
    • 0036643426 scopus 로고    scopus 로고
    • (a) For an overview and historical note, see: Negishi, E. J. Organomet. Chem. 2002, 653, 34.
    • (2002) J. Organomet. Chem. , vol.653 , pp. 34
    • Negishi, E.1
  • 31
    • 0034127063 scopus 로고    scopus 로고
    • and references cited therein
    • Amatore, C.; Jutand, A. Acc. Chem. Res. 2000, 33, 314; and references cited therein.
    • (2000) Acc. Chem. Res. , vol.33 , pp. 314
    • Amatore, C.1    Jutand, A.2
  • 35
    • 0345076797 scopus 로고    scopus 로고
    • note
    • We have employed these conditions in Sonogashira reactions of 5-bromo-2-pyrone and 3,5-dibromo-2-pyrone with several terminal alkynes with similar success. The latter reaction is regioselective for the 3-position, previously noted in Ref.8b


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