Scissoring Enaminone C=C Double Bond by Free Radical Process for the Synthesis of α-Trifluoromethyl Ketones with CF3SO2Na

被引：36
|
作者：
Gan, Lu [1 ,2 ]
Yu, Qing [1 ]
Liu, Yunyun [1 ]
Wan, Jie-Ping [1 ]
机构：
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
[2] Nanchang Inst Technol, Sch Sci, Nanchang 330029, Jiangxi, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 01期
基金：
中国国家自然科学基金;
关键词：
METAL-FREE SYNTHESIS; FACILE SYNTHESIS; OXIDATIVE TRIFLUOROMETHYLATION; MEDIATED TRIFLUOROMETHYLATION; ENOL ACETATES; CF3; RADICALS; CLEAVAGE; FLUORINATION; MIGRATION; CATALYSIS;
D O I：
10.1021/acs.joc.0c02431
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The C=C double bond cleavage on tertiary enaminones, enabling the formation of a new C-CF3 bond, has been realized as a practical method for the synthesis of alpha-trifluoromethyl ketones with only the promotion of TBHP and ambient heating. Control experiments support that the reactions proceed via a featured free radical process. The deuterium labeling experiment employing D2O indicates that water participated in the product formation by donating the hydrogen atom for the newly generated alpha-C-H bond in the product.
引用
收藏
页码：1231 / 1237
页数：7
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