Green and Efficient Procedure for the Trimethylsilylation of Hydroxy Groups and Their Regeneration Using Sulfamic Acid as Recyclable Catalyst

Abstract

Structurally diverse alcohols and phenols were efficiently transformed into their corresponding trimethylsilyl ethers with hexamethyldisilazane (HMDS) in the presence of catalytic amounts of sulfamic acid (SA) at room temperature under both acetonitrile and solvent-free conditions. Deprotection of these trimethylsilyl ethers to their parent alcohols and phenols was also achieved using this catalyst in water at room temperature.

Keywords:

• Catalyst
• detrimethylsilylation
• hexamethyldisilazane
• hydroxy groups
• sulfamic acid
• trimethylsilyl ether

ACKNOWLEDGMENT

We are thankful to the University of Kurdistan Research Councils for partial support of this work.

Notes

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

^b Isolated yields.

^a Isolated yields.