Abstract
Background: The p-toluenesulfonyl (tosyl) group is one of the most versatile protecting groups for phenols and alcohols, but its removal requires drastic conditions due to their high stability.
Methods: In the course of reaction, (Et4N)O2 was generated in situ by the phase transfer reaction of KO2 and Et4NBr in dry DMF was subsequently allowed to react with tosyl esters, under microwave irradiation. Results: Tosyl esters were readily deprotected to their corresponding phenols and alcohols. Conclusion: In conclusion, a mild and efficient method for the removal of tosyl protecting group, using in situ generated tetraethylammonium superoxide under microwave irradiation, has been described.Keywords: Deprotection, microwave irradiation, superoxide, tosyl esters.
Graphical Abstract
Related Books
2-Deoxy-D-Glucose: Chemistry and Biology
Chiral Ionic Liquids: Applications in Chemistry and Technology
Basics of Organic Chemistry: A Textbook for Undergraduate Students
Advances in Organic Synthesis
The Synthetic Methods, Structures, and Properties of the Ca-C σ Bond Organocalcium Containing Compounds
Advances in Organic Synthesis
Chemistry of Bipyrazoles: Synthesis and Applications
Advances in Organic Synthesis
Advanced Nanocatalysis for Organic Synthesis and Electroanalysis
Advances in Organic Synthesis
16
1
1
1