Synthesis of trifluoromethylnaphthalenes
Mellor, J. M., El-Sagheer, A. H., El-Tamany, E. S. H. and Metwally, R. N. (2000) Synthesis of trifluoromethylnaphthalenes. Tetrahedron, 56, (51), 10067-10074. (doi:10.1016/S0040-4020(00)00977-7)
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Official URL: http://dx.doi.org/10.1016/S0040-4020(00)00977-7
Description/Abstract
Reaction of 1-(3,4-dihydro-2H-5-pyranyl)-2,2,2-trifluoro-1-ethanone with benzylic Grignard reagents affords by 1,2-addition unsaturated allylic alcohols. These alcohols readily undergo dehydration and cyclisation to give trifluoromethylnaphthalenes. The generality of this procedure was established by reaction with diverse benzyl and allyl Grignard reagents and by reaction of a number of unsaturated ketones. The resulting trifluoromethylnaphthalenes were oxidised to give substituted acetic- and propionic acids.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | grignard reagents, naphthalenes, trifluoromethylketones photochemical trifluoromethylation, carbonyl-compounds, aromatic-compounds, grignard-reagents, organic-synthesis, convenientmethod, ketones, reactivity, halides, indium |
| Related URLs: | http://dx.doi.org/10.1016/S004...00)00977-7 |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 18866 |
| URI: | http://eprints.soton.ac.uk/id/eprint/18866 |
| Deposited On: | 16 Dec 2005 |
| Last Modified: | 01 Jun 2011 14:33 |
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