Synthesis of α-trifluoromethyl-α-hydroxycarboxylate dervatives and their phosphorus-containing analogs with the use of fluorinated diazo compounds

Abstract

Approach was developed underlain by the use of fluorinated diazocompounds to the synthesis of derivatives of α-trifluoromethyl-α-hydroxycarboxylic acids and their phosphorus-containing analogs, α-trifluoromethyl-α-hydroxyphosphonic acids. Methyl 2-diazo-3,3,3-trifluoropropionate and diethyl 1-diazo-2,2,2-trifluoroethylphosphonate under the action of catalytic quantities of dirhodium tetraacetate Rh2(OAc)4 easily inserted into the O-H bond leading to the formation of the corresponding products in high yields.