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Volumn 44, Issue 47, 2003, Pages 8581-8584

Solid phase synthesis of amides by the Beckmann rearrangement of ketoxime carbonates

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CARBONIC ACID DERIVATIVE; HYDROXYMETHYLPOLYSTYRENE; OXIME DERIVATIVE; POLYSTYRENE DERIVATIVE; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

EID: 0142169028     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.113     Document Type: Article
Times cited : (18)

References (40)
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    • and references cited therein
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    • note
    • 3a.
  • 33
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    • Some ketoxime carbonates were reported to undergo a Beckmann rearrangement under thermal conditions (180-200°C) or by treatment with TMSI: (a) Sulkowski, T. S.; Childress, S. J. J. Org. Chem. 1962, 27, 4424; (b) Titus, P. E.; Forte, P. A.; Prokipcak, J. M. Can. J. Chem. 1976, 54, 647; (c) Ishida, Y.; Sasatani, S.; Maruoka, K.; Yamamoto, H. Tetrahedron Lett. 1983, 24, 3255.
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    • Sulkowski, T.S.1    Childress, S.J.2
  • 34
    • 0142224924 scopus 로고
    • Some ketoxime carbonates were reported to undergo a Beckmann rearrangement under thermal conditions (180-200°C) or by treatment with TMSI: (a) Sulkowski, T. S.; Childress, S. J. J. Org. Chem. 1962, 27, 4424; (b) Titus, P. E.; Forte, P. A.; Prokipcak, J. M. Can. J. Chem. 1976, 54, 647; (c) Ishida, Y.; Sasatani, S.; Maruoka, K.; Yamamoto, H. Tetrahedron Lett. 1983, 24, 3255.
    • (1976) Can. J. Chem. , vol.54 , pp. 647
    • Titus, P.E.1    Forte, P.A.2    Prokipcak, J.M.3
  • 35
    • 0012492829 scopus 로고
    • Some ketoxime carbonates were reported to undergo a Beckmann rearrangement under thermal conditions (180-200°C) or by treatment with TMSI: (a) Sulkowski, T. S.; Childress, S. J. J. Org. Chem. 1962, 27, 4424; (b) Titus, P. E.; Forte, P. A.; Prokipcak, J. M. Can. J. Chem. 1976, 54, 647; (c) Ishida, Y.; Sasatani, S.; Maruoka, K.; Yamamoto, H. Tetrahedron Lett. 1983, 24, 3255.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 3255
    • Ishida, Y.1    Sasatani, S.2    Maruoka, K.3    Yamamoto, H.4
  • 39
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    • 2NEt in DMF was also satisfactory for aromatic but not for aliphatic ketoximes.
    • 2NEt in DMF was also satisfactory for aromatic but not for aliphatic ketoximes.
  • 40
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    • note
    • Resins 8 (0.9 mmol/g) and 9 (0.83 mmol/g) were obtained from Novabiochem.


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