Chemistry Letters

Reaction behavior of carbon-carbon and carbon-hydrogen bonds in super acids. Carboxylation of alkyl methyl ketones with carbon monoxide and water.

N Yoneda, H Sato, T Fukuhara, Y Takahashi…

Index: Yoneda, Norihiko; Sato, Haruhiko; Fukuhara, Tsuyoshi; Takahashi, Yukio; Suzuki, Akira Chemistry Letters, 1983 , p. 19 - 20

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Citation Number: 16

Abstract

In a HF–SbF 5 solution at− 20∼ 30° 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 alkanes 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 ...