Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 127, Issue 4-5, Pages 539-544Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2006.03.011
Keywords
trifluoromethylation; Ti ate enolate; alpha-CF3 ketone; radical addition
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The radical trifluoromethylation of ketone Ti ate enolates gave alpha-CF3 ketones in good yields. The use of excess amount of LDA and Ti((OPr)-Pr-i)(4) in the preparation of Ti ate enolates is the key to the efficient radical trifluoromethylation. Theoretical studies on the spin density of the Ti(IV) ate ketyl radical intermediate suggest the involvement of transformation from Ti(IV) ate ketyl radical intermediates to Ti(III) species in a radical termination step. (C) 2006 Elsevier B.V. All rights reserved.
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