Synthesis of trifluoromethylated compounds from alcohols via alkoxydiphenylphosphines

• The trifluoromethylation of hydroxyl group in benzyl or allyl alcohols were investigated.
• Alkyloxydiphenylphosphine was formed as intermediate in this methodology.
• A plausible mechanism was proposed on the basis of experimental results.

The transformation of hydroxyl group in benzyl or allyl alcohols to trifluoromethyl was achieved via the reaction of the corresponding alkyloxydiphenylphosphine and CuCF3, generated in situ from methyl fluorosulfonyldifluoroacetate and CuI, under mild conditions. A plausible mechanism was proposed on the basis of experimental results.

The transformation of hydroxyl group in benzyl or allyl alcohols to trifluoromethyl could tolerate various functional groups and give the trifluoromethylated products via the corresponding alkyloxydiphenylphosphine under mild conditions.Figure optionsDownload as PowerPoint slide