Abstract
The reaction of thioanisol with acetyl chloride in the presence of SbCl5 was attempted hoping the isolation of acetylsulfonium cation (V). The product actually obtained was found to be the sulfonium ion (IXa), which was also isolated from thioanisol and SbCl5 without using acetyl chloride. The same type of compounds (IXb, XII, and XIV) was obtained in an analogous fashion. The mechanism of these reaction has been discussed. When dialkyl sulfides were treated with benzoyl chloride in the presence of AgClO4, the expected benzoyldialkylsulfonium ions were isolated. The reaction of these salts with nucleophiles has also been described.
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