Benzyne-Mediated Esterification Reaction
- 9 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 23 (18), 7274-7278
- https://doi.org/10.1021/acs.orglett.1c02702
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.Keywords
Funding Information
- Chongqing Research Program of Basic Research and Frontier Technology (cstc2019jcyj-bshX0021)
- Fundamental Research Funds for the Central Universities (2018CDXZ0003)
- National Natural Science Foundation of China (21772017, 21901025, 21971028)
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