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Benzyne-Mediated Esterification Reaction
Organic Letters ( IF 5.2 ) Pub Date : 2021-09-09 , DOI: 10.1021/acs.orglett.1c02702
Jinlong Zhao 1 , Jiarong Shi 1 , Yang Li 1, 2
Affiliation  

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.

中文翻译:

苄基介导的酯化反应

已经实现了在温和条件下苯炔介导的羧酸和醇的酯化,这可以通过在醇存在下选择性地将羧酸亲核加成到苯上来实现。随后与醇进行酯交换后,可以有效地生产相应的酯。这种苯介导的协议可用于布洛芬、胆固醇、雌二醇的修饰和苯丙酸诺龙的合成。此外,苄还可用于促进内酯化和酰胺化反应。
更新日期:2021-09-17
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