REACTION BEHAVIOR OF CARBON-CARBON AND CARBON-HYDROGEN BONDS IN SUPER ACIDS. CARBOXYLATION OF ALKYL METHYL KETONES WITH CARBON MONOXIDE AND WATER

Article abstract of DOI:10.1246/cl.1983.19

In a HF-SbF5 solution at -20 -ca.30 deg C under atmospheric pressure, ketones having alkyl groups with five or more carbon atoms underwent the reaction to give corresponding oxo carboxylic acids without any β-scission processes which occur readily in alkyl cations derived by protolysis of alkalnes with seven or more carbon atoms.Tertiary C-H bond located at δ or further away from the oxo group in the substrates could react exclusively to give (ω-1)-oxo-2,2-dimethyl carboxylic acids at -20 deg C.