Methodology to Control the Regioselective Installation of a Carboxylic Acid for the Synthesis of 2,3-Diarylpropionic Acids

被引：0
|
作者：
Hamilton, Mason D. [1 ]
Perrone, Trina M. [1 ]
Popp, Brian V. [1 ]
机构：
[1] West Virginia Univ, C Eugene Bennett Dept Chem, Morgantown, WV 26505 USA
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2025年 / 367卷 / 04期
基金：
美国国家科学基金会;
关键词：
C-C bond formation; Organoboron; Carboxylation; Palladium catalysis; Regioselectivity; ALKENES; HYDROCARBOXYLATION; RECEPTOR;
D O I：
10.1002/adsc.202400952
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A stepwise copper-catalyzed boracarboxylation then palladium-catalyzed Suzuki-Miyaura cross-coupling methodology was developed to access 2,3-diarylpropionic acid derivatives regioselectively by pre-setting the position of the carboxylic acid in the boracarboxylation reaction. This method provides access to a wide range of aryl and heteroaryl products in up to 80% isolated yield. Pharmaceutical potential was demonstrated by synthesizing a glucagon receptor antagonist drug in three steps (31% overall yield) from commercially available 4-tert-butylstyrene.
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页数：6
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