메뉴 건너뛰기




Volumn 9, Issue 8, 2007, Pages 1497-1499

Low-valent niobium-catalyzed reduction of α,α,α- trifluorotoluenes

Author keywords

[No Author keywords available]

Indexed keywords


EID: 34247519689     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070249m     Document Type: Article
Times cited : (76)

References (57)
  • 15
    • 0002968439 scopus 로고    scopus 로고
    • In Organo-Fluorine Compounds; Baasner, B
    • Hagemann, H, Tatlow, J. C, Eds, /; Houben-Weyl: Stuttgart, Germany
    • Paleta, O. In Organo-Fluorine Compounds; Baasner, B., Hagemann, H., Tatlow, J. C., Eds.; Methods of Organic Chemistry, Vol. E 10b/Part 2; Houben-Weyl: Stuttgart, Germany, 2000: p 306.
    • (2000) Methods of Organic Chemistry , vol.E 10b , Issue.PART 2 , pp. 306
    • Paleta, O.1
  • 16
    • 34247490216 scopus 로고    scopus 로고
    • Richmond, T. G. In Activation of Unreactive Bonds and Organic Synthesis; Murai, S., Ed.; Topics in Organometallic Chemistry, 3; Springer: Berlin, Germany, 1999; p 243.
    • (a) Richmond, T. G. In Activation of Unreactive Bonds and Organic Synthesis; Murai, S., Ed.; Topics in Organometallic Chemistry, Vol. 3; Springer: Berlin, Germany, 1999; p 243.
  • 27
    • 19744376115 scopus 로고    scopus 로고
    • Vela, J.; Smith, J. M.; Yu, Y.; Ketterer, N. A.; Flaschenriem, C. J.; Lachicotte, R. J.; Holland, P. L. J. Am. Chem. Soc. 2005, 127, 7857. See also:
    • (d) Vela, J.; Smith, J. M.; Yu, Y.; Ketterer, N. A.; Flaschenriem, C. J.; Lachicotte, R. J.; Holland, P. L. J. Am. Chem. Soc. 2005, 127, 7857. See also:
  • 33
    • 0141773672 scopus 로고    scopus 로고
    • Kuhl, S.; Schneider, R.; Fort, Y. Adv. Synth. Catal. 2003, 345, 341. See also:
    • (e) Kuhl, S.; Schneider, R.; Fort, Y. Adv. Synth. Catal. 2003, 345, 341. See also:
  • 35
    • 0034904455 scopus 로고    scopus 로고
    • (g) Yus, M. Synlett 2001, 1197.
    • (2001) Synlett , pp. 1197
    • Yus, M.1
  • 44
    • 2942737372 scopus 로고    scopus 로고
    • 3 group, also:
    • 3 group, also:
  • 48
    • 3042825520 scopus 로고    scopus 로고
    • Typical Procedure. To a DME solution of 1a (308 mg, 1.39 mmol) and NbCl5 (18 mg, 0.068 mmol) was added solid lithium aluminum hydride (208 mg. 5.47 mmol) carefully. The mixture was magnetically stirred and allowed to reflux for 4 h. The reaction was quenched with water at 0°C and a small amount of sodium tartrate (ca. 200 mg) was added for ease of extraction. Products were extracted with ethyl acetate three times and the combined organic layers were dried over anhydrous sodium sulfate. The organic solvents were removed under reduced pressure and purification by column chromatography (SiO2, hexane) gave 2a (218 mg, 1.33 mmol, 96% yield) as a colorless crystal. The 1H and 13C NMR spectra were in complete agreement with those in the literature Tao, B, Boykin, D. W. J. Org. Chem. 2004, 69, 4330
    • 13C NMR spectra were in complete agreement with those in the literature (Tao, B.; Boykin, D. W. J. Org. Chem. 2004, 69, 4330).
  • 51
    • 0032913705 scopus 로고    scopus 로고
    • Other methods to access α,α,α-trifluorotoluenes - oxidative substitutions of dithioacid derivatives: (a) Furuta, S.; Kuroboshi, M.; Hiyama, T. Bull. Chem. Soc. Jpn. 1999, 72, 805.
    • Other methods to access α,α,α-trifluorotoluenes - oxidative substitutions of dithioacid derivatives: (a) Furuta, S.; Kuroboshi, M.; Hiyama, T. Bull. Chem. Soc. Jpn. 1999, 72, 805.
  • 54
    • 34247539068 scopus 로고    scopus 로고
    • Kitazume, T.; Ishikawa, N. Chem. Lett. 1982, 11, 137. See also:
    • (d) Kitazume, T.; Ishikawa, N. Chem. Lett. 1982, 11, 137. See also:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.