Novel and effective synthesis of trifluoromethylated amines by use of an Et3GeNa/C6H5SCF3 combination

Tetrahedron Letters

Volumn 38, Issue 19, 1997, Pages 3443-3446

  Yokoyama, Yasuo ^a   Mochida, Kunio ^a  

^a GAKUSHUIN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; ANILINE DERIVATIVE; ORGANOFLUORINE DERIVATIVE; TOLUIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0030970293     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00641-2     Document Type: Article

References (11)

1. a) Liebman, J. K.; Greenberg, A.; Dolbier, Jr., W. R. Fluorine-containing Molecules, Structure, Reactivity, Synthesis; VCH: New York, 1988.
2. b) Welch, J. T.; Eshwarakrishman, S. Fluorine in Bioorganic Chemistry; Wiley: New York, 1991.
3. For examples; a) Pruett, R. L.; Barr, J. T.; Rapp, K. E.; Bahner, C. T.; Gibson, J. D.; Lafferty, Jr., R. H. J. Am. Chem. Soc. 1950, 72, 3646 and references cited therein.
4. b) Yamanaka, H.; Kuwabara, M.; Komori, M.; Otani, M.; Fukunishi, K.; Nomura, M. Nippon Kagaku Kaishi 1984, 598 and references cited therein.
5. a) Uno, H.; Shiraishi, Y.; Shimokawa, K.; Suzuki, H. Chem. Lett. 1988, 729.
6. b) Uno, H.; Okada, S.; Ono, T.; Shiraishi, Y.; Suzuki, H. J. Org. Chem. 1992, 57, 1504.
7. c) Uno, H.; Suzuki, H. Synlett 1993, 91.
8. Yokoyama, Y.; Mochida, K. Synlett 1996, 1991.
9. When N-benzylidenebenzylamine or N-benzylideneallylamine was used as the substrate, the corresponding trifluoromethylated amines were not obtained; nevertheless, the starting materials were consumed. Many products which could not be identified were formed. Further investigation is now in progress.
10. a) BultenE. J.; Noltes J. G. Tetrahedron Lett. 1966, 4389.
11. b) Bulten E. J.; Noltes J. G. Tetrahedron Lett. 1967, 1443.