Thermo-Induced Free-Radical Cleavage of Enaminone C=C Double Bond for α-Acyloxyl Ketone Synthesis

被引:19
|
作者
Tian, Lihong [1 ]
Guo, Yanhui [1 ]
Wei, Li [1 ]
Wan, Jie-Ping [1 ]
Sheng, Shouri [1 ]
机构
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
enaminones; cleavage reactions; free radicals; peroxides; SET; CATALYTIC-OXIDATION; 1,2-ACYL MIGRATION; COUPLING REACTIONS; ALKENE OXIDATION; CARBON; BENZOYLOXYLATION; PYRIDINES; ALDEHYDES; ACCESS; ESTERS;
D O I
10.1002/ajoc.201900373
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cleavage on the C=C double bonds of N,N-dimethyl enaminones is initiated by a thermo-induced free-radical transformation, enabling the chemo-selective synthesis of alpha-acyloxyl ketones. The Mn(II)-assisted single-electron transfer (SET) from the free radical intermediate resulting from addition of the carboxyl radical to enaminone is the key process in modulating the expected reaction pathway.
引用
收藏
页码:1484 / 1489
页数:6
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