p-Toluenesulfonyl Chloride (p-TsCl)-Catalyzed Trimethylsilylation of Hydroxyl Groups Using Hexamethyldisilazane and Their Regeneration Under Mild Conditions: The First Example for Catalytic Application of p-Toluenesulfonyl Chloride

Abstract

The first catalytic application of p-toluenesulfonyl chloride (p-TsCl) for the efficient and selective trimethylsilylation of various types of hydroxyl groups with hexamethyldisilazane (HMDS) in dichloromethane and desilylation of these compounds in water is reported. The reactions were carried out at room temperature and were found to proceed in good to excellent yields.

Keywords:

• Hexamethyldisilazane
• hydroxyl group
• p-toluenesulfonyl chloride
• trimethylsilylation

The authors acknowledge the Bu-Ali Sina University and Kurdistan University Research Councils for partial support of this work.

Notes

^a All products were characterized by comparison of their spectral data (¹H-NMR, IR) with those of authentic samples.

^a All products were characterized by comparison of their spectral data (¹H-NMR, IR) with those of authentic samples.