Benzyne-Mediated Esterification Reaction
Jinlong Zhao, Jiarong Shi, Yang Li
Abstract
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.
Topics & Concepts
AryneChemistryAlcoholNucleophileOrganic chemistryMedicinal chemistryCombinatorial chemistryCatalysisCyclization and Aryne ChemistryCancer Treatment and PharmacologyChemical Reactions and Mechanisms