A Convergent Radical Based Route to Trifluoromethyl Ketones and to α,β-Unsaturated Trifluoromethyl Ketones

Abstract : A convergent synthesis of trifluoromethyl ketones and alpha beta-unsaturated trifluoromethyl ketones is described, starting with aliphatic iodides and dithiocarbonates (xanthates) and exploiting both the alpha- and beta-fragmentations of a sulfonyl radical. The transformation initially furnishes the ketones in a masked enol carbonate form, from which they can be easily regenerated.
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Submitted on : Tuesday, August 25, 2015 - 12:41:16 PM
Last modification on : Thursday, February 7, 2019 - 5:16:34 PM

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Lucile Anthore, Samir Z. Zard. A Convergent Radical Based Route to Trifluoromethyl Ketones and to α,β-Unsaturated Trifluoromethyl Ketones. Organic Letters, American Chemical Society, 2015, 17 (12), pp.3058-3061. ⟨10.1021/acs.orglett.5b01344⟩. ⟨hal-01186604⟩

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