A synthesis of trifluoromethyl-substituted naphthalenes
Mellor, John M., El-Sagheer, Afaf H. and Salem Eedm, Ezz El-Din M. (2000) A synthesis of trifluoromethyl-substituted naphthalenes. Tetrahedron Letters, 41, (38), 7383-7386. (doi:10.1016/S0040-4039(00)01254-5).
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Description/Abstract
Alkyl and aryl Grignard reagents add to 1-(3,4-dihydro-2H-5-pyranyl)-2,2,2-trifluoro-1-ethanone by 1,4-addition, but benzyl Grignard reagents react in good yield by 1,2-addition. Dehydration of the resulting alcohols affords intermediate dienes, which readily undergo cyclisation to give substituted trifluoromethylnaphthalenes. Addition to other trifluoromethylketones permits access to a range of novel fluorinated naphthalenes and benzenes.
| Item Type: | Article |
|---|---|
| Related URLs: | |
| Keywords: | additions, grignard reagents, naphthalenes, trifluoromethylketones grignard-reagents, carbonyl-compounds |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 18864 |
| Date Deposited: | 15 Dec 2005 |
| Last Modified: | 01 Jun 2011 11:00 |
| Contributors: | Mellor, John M. (Author) El-Sagheer, Afaf H. (Author) Salem Eedm, Ezz El-Din M. (Author) |
| Date: | 16 September 2000 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/18864 |
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