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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), pp. 7383-7386. (doi:10.1016/S0040-4039(00)01254-5).

Record type: Article


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.

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Published date: 16 September 2000
Keywords: additions, grignard reagents, naphthalenes, trifluoromethylketones grignard-reagents, carbonyl-compounds


Local EPrints ID: 18864
ISSN: 0040-4039
PURE UUID: cf32c9ba-279d-4b13-897d-4d8713348a13

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Date deposited: 15 Dec 2005
Last modified: 17 Jul 2017 16:34

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Author: John M. Mellor
Author: Afaf H. El-Sagheer
Author: Ezz El-Din M. Salem Eedm

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