Facile Preparation of (Trifluoromethyl)tributyltin and Transtrifluoromethylation of Disilyl Sulfides to the Corresponding Trifluoromethylsilanes

Synlett

Volumn 1996, Issue 2, 1996, Pages 151-153

  Prakash, G K Surya ^a   Yudin, Andrei K ^a   Deffieux, Denis ^a   Olah, George A ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001682632     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5355     Document Type: Article

References (17)

1. Synthetic Methods, Part 197. For part 196, see York, C.; Prakash, G. K. S.; Olah, G. A. Tetrahedron Symposium, In Print.
2. (a) Liebman, J. F.; Greenberg, A.; and Dolbier, Jr., W. R., (Eds.), Fluorine-containing Molecules, Structure, Reactivity, Synthesis, VCH: New York, 1988;
3. (b) Welch, J. T. and Eshwarakrishnan, S. (Eds.), Fluorine in Bioorganic Chemistry, Wiley: New York, 1991.
4. for a review, see Olah, G. A.; Chambers, R. D.; Prakash, G. K. S., (Eds.), Synthetic Fluorine Chemistry, Wiley: Mew York, 1992.
5. Prakash, G. K. S.; Deffieux, D.; Yudin, A. K.; Olah, G. A. Synlett, 1994, 12, 1057.
6. Aymard, F.; Nedelec, J. -Y.; Perichon, J. Tetrahedron Lett., 1994, 46, 8623.
7. Grobe, J.; Hegge, J. Synlett, 1995, 6, 641.
8. Ramaiah, P.; Krishnamurty, R.; Prakash, G. K. S. Org. Syn., 1993, 72, 232.
9. for a review, see Burton, D. J.; Yang, Z. -Y. Tetrahedron, 1992, 48, 189.
10. Warner, P. B.; Buchwald, S. L. J. Org. Chem., 1994, 59, 5822.
11. 2J(Sn-F) = 219 Hz).
12. Pereyere, M.; Quintard, J,- P.; Rahm, A., Tin In Organic Synthesis, Butterworths, 1987.
13. 19F NMR for the completion of the reaction. Upon complete conversion, the product was isolated from the reaction mixture by fractional vacuum distillation using a 15 cm column packed with glass helices.
14. Compounds 6 and 7 were prepared according to the literature: So, J. -H., Boudjouk, P. Synthesis, 1989, 4, 306.
15. 19F NMR δ -67.2.
16. 2J(Si-F) = 40.4 Hz).
17. 19F NMR δ -61.