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Volumn 40, Issue 30, 1999, Pages 5483-5486

Directed lithiation of unprotected pyridinecarboxylic acids

Author keywords

Carboxylic acids; Lithiation; Neighbouring group effects; Pyridines

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; LITHIUM SALT; PYRIDINE DERIVATIVE;

EID: 0033166249     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01053-9     Document Type: Article
Times cited : (35)

References (34)
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    • Mortier, J.; Moyroud, J.; Bennetau, B.; Cain, P.A. J. Org. Chem. 1994, 59, 4042-4044; Bennetau, B.; Mortier, J.;Moyroud, J.; Guesnet, J.-L. J. Chem. Soc., Perkin Trans. 1 1995, 1265-1271; Moyroud, J.; Guesnet, J.-L.;Bennetau, B.; Mortier, J. Tetrahedron Lett. 1995, 36, 881-884; Moyroud, J.; Guesnet, J.-L.; Bennetau, B.; Mortier, J. Bull. Soc. Chim. Fr. 1996, 133, 133-141.
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    • Mortier, J.1    Moyroud, J.2    Bennetau, B.3    Cain, P.A.4
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    • Mortier, J.; Moyroud, J.; Bennetau, B.; Cain, P.A. J. Org. Chem. 1994, 59, 4042-4044; Bennetau, B.; Mortier, J.; Moyroud, J.; Guesnet, J.-L. J. Chem. Soc., Perkin Trans. 1 1995, 1265-1271; Moyroud, J.; Guesnet, J.-L.;Bennetau, B.; Mortier, J. Tetrahedron Lett. 1995, 36, 881-884; Moyroud, J.; Guesnet, J.-L.; Bennetau, B.; Mortier, J. Bull. Soc. Chim. Fr. 1996, 133, 133-141.
    • (1995) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 1265-1271
    • Bennetau, B.1    Mortier, J.2    Moyroud, J.3    Guesnet, J.-L.4
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    • Mortier, J.; Moyroud, J.; Bennetau, B.; Cain, P.A. J. Org. Chem. 1994, 59, 4042-4044; Bennetau, B.; Mortier, J.;Moyroud, J.; Guesnet, J.-L. J. Chem. Soc., Perkin Trans. 1 1995, 1265-1271; Moyroud, J.; Guesnet, J.-L.; Bennetau, B.; Mortier, J. Tetrahedron Lett. 1995, 36, 881-884; Moyroud, J.; Guesnet, J.-L.; Bennetau, B.; Mortier, J. Bull. Soc. Chim. Fr. 1996, 133, 133-141.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 881-884
    • Moyroud, J.1    Guesnet, J.-L.2    Bennetau, B.3    Mortier, J.4
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    • 0000057179 scopus 로고    scopus 로고
    • Mortier, J.; Moyroud, J.; Bennetau, B.; Cain, P.A. J. Org. Chem. 1994, 59, 4042-4044; Bennetau, B.; Mortier, J.;Moyroud, J.; Guesnet, J.-L. J. Chem. Soc., Perkin Trans. 1 1995, 1265-1271; Moyroud, J.; Guesnet, J.-L.;Bennetau, B.; Mortier, J. Tetrahedron Lett. 1995, 36, 881-884; Moyroud, J.; Guesnet, J.-L.; Bennetau, B.; Mortier, J. Bull. Soc. Chim. Fr. 1996, 133, 133-141.
    • (1996) Bull. Soc. Chim. Fr. , vol.133 , pp. 133-141
    • Moyroud, J.1    Guesnet, J.-L.2    Bennetau, B.3    Mortier, J.4
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    • unpublished result
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    • These conditions were used by Mortier and Bennetau to dimetalate benzoic acid
    • These conditions were used by Mortier and Bennetau to dimetalate benzoic acid.
  • 22
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    • Satisfactory microanalyses were obtained
    • Satisfactory microanalyses were obtained.
  • 23
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    • 6): 8.69 (d, 1H, J=4.7), 7.98 (d, 1H, J= 6.8), 7.61 (dd, 1H, J= 7.0, 4.6)
    • 6): 8.69 (d, 1H, J=4.7), 7.98 (d, 1H, J= 6.8), 7.61 (dd, 1H, J= 7.0, 4.6).
  • 24
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    • Compound 2b mp 188-191 °C: mp 188-192 °C
    • Compound 2b mp 188-191 °C. Cochran, J.C.; Little, W.F. J. Org. Chem. 1961, 26, 808-811: mp 188-192 °C.
    • (1961) J. Org. Chem. , vol.26 , pp. 808-811
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  • 26
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    • 6): 8.69 (m, 2H), 7.73 (d, 1H, J= 4.8)
    • 6): 8.69 (m, 2H), 7.73 (d, 1H, J= 4.8).
  • 27
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    • Compound 4b mp 260-262 °C: mp 262 °C
    • Compound 4b mp 260-262 °C. Schlittler, E.; Spitaler, U. Tetrahedron Lett. 1978, 19, 2911-2914: mp 262 °C.
    • (1978) Tetrahedron Lett. , vol.19 , pp. 2911-2914
    • Schlittler, E.1    Spitaler, U.2
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    • 3): 8.79 (d, 1H, J=4.9), 8.69 (s, 1H), 7.74 (dd, 1H, J= 5.0, 1.0), 7.31 (m, 3H), 7.19 (m, 2H), 6.47 (s, 1H)
    • 3): 8.79 (d, 1H, J=4.9), 8.69 (s, 1H), 7.74 (dd, 1H, J= 5.0, 1.0), 7.31 (m, 3H), 7.19 (m, 2H), 6.47 (s, 1H). Humphrey, G.L.; Dalton, L.; Joule, J.A.; Scopes, D.I.C. J. Chem. Soc., Perkin Trans. 1 1983, 2413-2416.
    • (1983) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 2413-2416
    • Humphrey, G.L.1    Dalton, L.2    Joule, J.A.3    Scopes, D.I.C.4
  • 30
    • 0009568778 scopus 로고    scopus 로고
    • 6): 9.08 (s, 1H), 8.80 (d, 1H, J= 4.7), 7.55 (d, 1H, J= 4.5)
    • 6): 9.08 (s, 1H), 8.80 (d, 1H, J= 4.7), 7.55 (d, 1H, J= 4.5).
  • 32
    • 0009568779 scopus 로고    scopus 로고
    • note
    • 3): 8.46 (d, 1H, J= 5.1), 7.29 (m, 3H), 7.21 (d, 1H, J=5.0), 7.15 (m, 2H), 6.31 (s, 1H).
  • 33
    • 0009594121 scopus 로고    scopus 로고
    • note
    • 3): 8.98 (s, 1H), 7.43 (m, 3H), 7.34 (s, 1H), 7.25 (m, 2H), 6.41 (s, 1H).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.