Benzyne-Mediated Esterification Reaction

A benzyne-mediated esterification of carboxylic acids and alcohols under mild conditions has been realized, which is made possible via a selective nucleophilic addition of carboxylic acid to benzyne in the presence of alcohol. After a subsequent transesterification with alcohol, the corresponding esters can be produced efficiently. This benzyne-mediated protocol can be used on the modification of Ibuprofen, cholesterol, estradiol, and synthesis of nandrolone phenylpropionate. In addition, benzyne can also be used to promote lactonization and amidation reaction.

Automated summary

The benzyne-mediated esterification reaction allows for efficient synthesis of esters from carboxylic acids and alcohols under mild conditions. This reaction can be used for modification of pharmaceutical molecules and synthesis of fatty compounds, with potential applications in various fields.