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Volumn 72, Issue 6, 2007, Pages 2232-2235

Assembly of 4-aminoquinolines via palladium catalysis: A mild and convenient alternative to SNAr methodology

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST ACTIVITY; CHEMICAL BONDS; PALLADIUM COMPOUNDS; SYNTHESIS (CHEMICAL);

EID: 33947247616     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo062168u     Document Type: Article
Times cited : (68)

References (27)
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    • Chloroquine exemplifies a class of 4-AQ antimalarial agents. Also see: (a) O'Neill, P. M.; Ward, S. A.; Berry, N. G.; Jeyadevan, J. P.; Biagini, G. A.; Asadollaly, E.; Park, K. B.; Bray, P. G. Curr. Top. Med. Chem. 2006, 6 (5), 479-507.
    • Chloroquine exemplifies a class of 4-AQ antimalarial agents. Also see: (a) O'Neill, P. M.; Ward, S. A.; Berry, N. G.; Jeyadevan, J. P.; Biagini, G. A.; Asadollaly, E.; Park, K. B.; Bray, P. G. Curr. Top. Med. Chem. 2006, 6 (5), 479-507.
  • 6
    • 0029014195 scopus 로고    scopus 로고
    • SKF-97574 was in Phase III clinical trials for the treatment of upper gastrointestinal ulcers. (a) Leach, C. A.; Brown, T. H.; Ife, R. J.; Keeling, D. J.; Parsons, M. E.; Theobald, C. J.; Wiggall, K. J. J. Med. Chem. 1995, 38 (14), 2748-2762.
    • SKF-97574 was in Phase III clinical trials for the treatment of upper gastrointestinal ulcers. (a) Leach, C. A.; Brown, T. H.; Ife, R. J.; Keeling, D. J.; Parsons, M. E.; Theobald, C. J.; Wiggall, K. J. J. Med. Chem. 1995, 38 (14), 2748-2762.
  • 8
    • 0038548205 scopus 로고    scopus 로고
    • 3 antagonists, see: Turner, S. C.; Esbenshade, T. A.; Bennani, Y. L.; Hancock, A. A. Bioorg. Med. Chem. Lett. 2003, 13, 2131-2135.
    • 3 antagonists, see: Turner, S. C.; Esbenshade, T. A.; Bennani, Y. L.; Hancock, A. A. Bioorg. Med. Chem. Lett. 2003, 13, 2131-2135.
  • 13
    • 33947267724 scopus 로고    scopus 로고
    • Yields are reported with a 95% measurement error prediction interval. The prediction interval reflects both the uncertainty in the measure for each reaction condition as well as the two-point calibration used within each batch. The interval was derived assuming normally distributed errors for the AUC measurements, scaling of the reaction product AUC values to the spiked internal standard AUC value within each injection, a correlation coefficient of 0.7 between the AUC of the product of interest and the internal standard across repeated injections, and a constant AUC total coefficient of variation estimated from the between and within batch variance from the spiked internal standard AUC values.
    • Yields are reported with a 95% measurement error prediction interval. The prediction interval reflects both the uncertainty in the measure for each reaction condition as well as the two-point calibration used within each batch. The interval was derived assuming normally distributed errors for the AUC measurements, scaling of the reaction product AUC values to the spiked internal standard AUC value within each injection, a correlation coefficient of 0.7 between the AUC of the product of interest and the internal standard across repeated injections, and a constant AUC total coefficient of variation estimated from the between and within batch variance from the spiked internal standard AUC values.
  • 17
    • 33947230809 scopus 로고    scopus 로고
    • Strem Catalog No. 20 (2004-2006).
    • Strem Catalog No. 20 (2004-2006).
  • 18
    • 23844510700 scopus 로고    scopus 로고
    • During the course of our investigation, Beletskaya and co-workers reported the animation of 4-chloroquinoline derivatives under the influence of palladium catalysis employing either BINAP or DPPF derivatives as ligands, see: Beletskaya, I. P.; Tsvetkob, A. V.; Latyshev, G. V.; Lukashev, N. V. Russ. Chem. Bull. Int. Ed. 2005, 54 (1), 215-219.
    • During the course of our investigation, Beletskaya and co-workers reported the animation of 4-chloroquinoline derivatives under the influence of palladium catalysis employing either BINAP or DPPF derivatives as ligands, see: Beletskaya, I. P.; Tsvetkob, A. V.; Latyshev, G. V.; Lukashev, N. V. Russ. Chem. Bull. Int. Ed. 2005, 54 (1), 215-219.
  • 19
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    • Davies, D. T.; Elder, J. S.; Forrest, A. K.; Jarvest, R. L.; Pearson, N. D.; Sheppard, R. J. WO 2004/014361A1 (PCT Int. Appl.), Feb 19, 2004.
    • (a) Davies, D. T.; Elder, J. S.; Forrest, A. K.; Jarvest, R. L.; Pearson, N. D.; Sheppard, R. J. WO 2004/014361A1 (PCT Int. Appl.), Feb 19, 2004.
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    • Nakajima, T, Kamimasahara, M, Matsunaga, N. JP 2002/030083A Jpn. Kokai Tokkyo Koho, Jan 29, 2002
    • (d) Nakajima, T.; Kamimasahara, M.; Matsunaga, N. JP 2002/030083A (Jpn. Kokai Tokkyo Koho), Jan 29, 2002.
  • 26
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    • Axten, J. M.; Daines, R. A.; Davies, D. T.; Gallagher, T. F.; Jones, G. E.; Miller, W. H.; Pearson, N. D.; Pendrak, I. (PCT Int. Appl) WO2004/ 002992 A1, Jan 8, 2004.
    • Axten, J. M.; Daines, R. A.; Davies, D. T.; Gallagher, T. F.; Jones, G. E.; Miller, W. H.; Pearson, N. D.; Pendrak, I. (PCT Int. Appl) WO2004/ 002992 A1, Jan 8, 2004.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.