Synthesis

New Route to Esters from 2-Substituted 1, 3-Benzoxathiolium Tetrafluoroborates. An Effective Protection of Esters against Nucleophilic Attack

G Aimo, I Degani, R Fochi

Index: Aimo,G. et al. Synthesis, 1979 , p. 223 - 227

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Citation Number: 2

Abstract

The stability of benzoxathioles 3 to nucleophilic attack was tested on the compounds 3a and 3h. The former was stable to potassium hydroxide (t. 5eq.) in aqueous methanol at room temperature for 12h. The latter, however, on reacl. l0Il with lithium aluminium hydride or methylmagnesium iodide, respectively, gave benzoxathioles 3s or 3t, which could be converted to corresponding esters 4s and 4t by hydrolysis under the general conditions.