JOURNAL of the Tunisian Chemical Society

serving the Research, the Education and the Industry

Reactivity of 2-fluoroalkyl p-toluene sulfonates with orgamagnesium compounds and cyamide ions

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The 2-fluorotosylates react with organomagnesium compounds and lead to the products where OTs is substituted by organomagnesium alkyl group. When the fluorine atom of 2-fluorotosylates is benzylic, elimination of FOTs is observed. In the case of cyanide ion as reagent, the formation of dinitriles (substitution of F and OTs by C≡N) or unsaturated nitriles (substitution of OTs and elimination of HF) is observed. Methanolysis of unsaturated nitriles occurs when the reaction is carried out in methanol.

A. Hedhli, A. Baklouti

Pages 567-573

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