Visible Light-Promoted Friedel-Crafts-Type Chloroacylation of Alkenes to β-Chloroketones

被引:26
|
作者
Patil, Dilip V. [1 ]
Kim, Hun Young [1 ]
Oh, Kyungsoo [1 ]
机构
[1] Chung Ang Univ, Ctr Metareceptome Res, Grad Sch Pharmaceut Sci, Seoul 06974, South Korea
基金
新加坡国家研究基金会;
关键词
CHLOROVINYL KETONES; ACYLATION; CHLORIDES; CHEMISTRY;
D O I
10.1021/acs.orglett.0c00788
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The photoredox chloroacylation of alkenes has been developed as a substitute for the Friedel-Crafts acylation of alkenes to beta-chloroketones. The direct generation of acyl radical species from acid chlorides under the photoredox conditions allows the formation of beta-chloroketones without dehydrochlorination with the help of KHCO3. The synthetic utility of the current method is demonstrated in the one-pot synthesis of dihydroisoxazole, dihydropyrazole, and dihydropyrimidine-2-thione in 1 mmol scale.
引用
收藏
页码:3018 / 3022
页数:5
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