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Volumn 43, Issue 48, 2002, Pages 8687-8691

Heterolytic decarboxylation involving acyltrifluoroacetyl peroxide intermediates

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ACID ANHYDRIDE; CARBOXYLIC ACID DERIVATIVE; PEROXIDE; TRIFLUOROACETYLANHYDRIDE; TRIFLUOROPERACETIC ACID; UNCLASSIFIED DRUG;

EID: 0037175471     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02151-2     Document Type: Article
Times cited : (3)

References (34)
  • 4
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    • Kruger, M.; Schreyer, G.; Weiberg, O. US Patent 4,101,570, 1978;
    • (b) Kruger, M.; Schreyer, G.; Weiberg, O. US Patent 4,101,570, 1978;
  • 9
    • 0011180445 scopus 로고    scopus 로고
    • 1H NMR and by iodometric titration and used without further purification.
    • 1H NMR and by iodometric titration and used without further purification.
  • 10
    • 0011238481 scopus 로고    scopus 로고
    • Trifluoroacetic anhydride (TFAAn) must be a freshly distilled and stored in a Teflon® bottle. A solution of TFPAA in TFAA must be prepared from freshly distillated TFAAn and stored in a Teflon® bottle. For more information, see Ref. 1
    • Trifluoroacetic anhydride (TFAAn) must be a freshly distilled and stored in a Teflon® bottle. A solution of TFPAA in TFAA must be prepared from freshly distillated TFAAn and stored in a Teflon® bottle. For more information, see Ref. 1.
  • 11
    • 0343006779 scopus 로고    scopus 로고
    • 2: C, 59.53; H, 6.53. Found: C, 59.49; H, 6.51. For properties of trifluoroacetates, see: Asadullah, M.; Kitamura, T.; Fujiwara, Y. J. Catal. 2000, 195, 180 (cyclopentyl-, cyclohexyl-, cycloheptyl-trifluoroacetates). Begue, J.-P.; Rock, M. H. J. Organomet. Chem. 1995, 489, C7 (cyclohexylmethyl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1996, 61, 3482 (homoadamant-3-yl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1994, 59, 5106 (adamant-1-yl trifluoroacetate).
    • (2000) J. Catal. , vol.195 , pp. 180
    • Asadullah, M.1    Kitamura, T.2    Fujiwara, Y.3
  • 12
    • 0001885443 scopus 로고
    • 2: C, 59.53; H, 6.53. Found: C, 59.49; H, 6.51. For properties of trifluoroacetates, see: Asadullah, M.; Kitamura, T.; Fujiwara, Y. J. Catal. 2000, 195, 180 (cyclopentyl-, cyclohexyl-, cycloheptyl-trifluoroacetates). Begue, J.-P.; Rock, M. H. J. Organomet. Chem. 1995, 489, C7 (cyclohexylmethyl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1996, 61, 3482 (homoadamant-3-yl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1994, 59, 5106 (adamant-1-yl trifluoroacetate).
    • (1995) J. Organomet. Chem. , vol.489
    • Begue, J.-P.1    Rock, M.H.2
  • 13
    • 0001546154 scopus 로고    scopus 로고
    • 2: C, 59.53; H, 6.53. Found: C, 59.49; H, 6.51. For properties of trifluoroacetates, see: Asadullah, M.; Kitamura, T.; Fujiwara, Y. J. Catal. 2000, 195, 180 (cyclopentyl-, cyclohexyl-, cycloheptyl-trifluoroacetates). Begue, J.-P.; Rock, M. H. J. Organomet. Chem. 1995, 489, C7 (cyclohexylmethyl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1996, 61, 3482 (homoadamant-3-yl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1994, 59, 5106 (adamant-1-yl trifluoroacetate).
    • (1996) J. Org. Chem. , vol.61 , pp. 3482
    • Creary, X.1    Jiang, Z.2
  • 14
    • 0011233384 scopus 로고
    • 2: C, 59.53; H, 6.53. Found: C, 59.49; H, 6.51. For properties of trifluoroacetates, see: Asadullah, M.; Kitamura, T.; Fujiwara, Y. J. Catal. 2000, 195, 180 (cyclopentyl-, cyclohexyl-, cycloheptyl-trifluoroacetates). Begue, J.-P.; Rock, M. H. J. Organomet. Chem. 1995, 489, C7 (cyclohexylmethyl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1996, 61, 3482 (homoadamant-3-yl trifluoroacetate); Creary, X.; Jiang, Z. J. Org. Chem. 1994, 59, 5106 (adamant-1-yl trifluoroacetate).
    • (1994) J. Org. Chem. , vol.59 , pp. 5106
    • Creary, X.1    Jiang, Z.2
  • 15
    • 0011238482 scopus 로고    scopus 로고
    • note
    • 3): δ -73.4.
  • 16
    • 0011189334 scopus 로고    scopus 로고
    • 2Cl was used for decarboxylation by method A.
    • 2Cl was used for decarboxylation by method A.
  • 19
    • 0011208249 scopus 로고    scopus 로고
    • Young, D. M.; Thompsom, B. US Patent 2,700,662, 1955. E.I. du Pont de Nemours & Co. Brit. 781,532, 1957. Carlson, D. P. Ger., Offen. 1,806,426, 1969.
    • Young, D. M.; Thompsom, B. US Patent 2,700,662, 1955. E.I. du Pont de Nemours & Co. Brit. 781,532, 1957. Carlson, D. P. Ger., Offen. 1,806,426, 1969.
  • 24
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    • W. Ando. John Wiley & Sons
    • Fujimori K. Ando W., Organic Peroxides. 1992;318-385 John Wiley & Sons.
    • (1992) Organic Peroxides , pp. 318-385
    • Fujimori, K.1


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