Mellor, J. M., El-Sagheer, A. H., El-Tamany, E. S. H. and Metwally, R. N.
Synthesis of trifluoromethylnaphthalenes
Tetrahedron, 56, (51), . (doi:10.1016/S0040-4020(00)00977-7).
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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.
|Digital Object Identifier (DOI):
||grignard reagents, naphthalenes, trifluoromethylketones
photochemical trifluoromethylation, carbonyl-compounds, aromatic-compounds, grignard-reagents, organic-synthesis, convenientmethod, ketones, reactivity, halides, indium
|15 December 2000||Published|
||16 Dec 2005
||16 Apr 2017 23:08
|Further Information:||Google Scholar|
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