Photoredox-Catalyzed Radical-Radical Cross-Coupling of α-Ketoesters with Ethers: Access to Sterically Hindered α-Hydroxy Esters

被引:4
|
作者
Yang, Ming-Lin [1 ]
Guan, Zhi [1 ]
He, Yan-Hong [1 ]
机构
[1] Southwest Univ, Sch Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
基金
中国国家自然科学基金;
关键词
FUNCTIONALIZATION; ACTIVATION; AMIDES;
D O I
10.1021/acs.orglett.3c03403
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe a photoredox catalysis method for synthesizing sterically hindered alpha-hydroxy esters from alpha-ketoesters and ethers through a radical-radical cross-coupling reaction. This approach utilizes commercially available Ir[dF(CF3)ppy](2)(dtbbpy)PF6 as a photocatalyst and inexpensive and readily available (Bu4NBr)-Bu-n as a hydrogen atom transfer catalyst. Unactivated tetrahydrofuran and other ethers effectively react with various alpha-ketoesters to yield the desired products. The efficiency of this reaction is highlighted by its broad substrate scope, good functional group tolerance, and mild reaction conditions.
引用
收藏
页码:8596 / 8600
页数:5
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