可见光促进的烯烃与β-氯代酮的傅克型氯酰化反应
Visible Light-Promoted Friedel-Crafts-Type Chloroacylation of Alkenes to β-Chloroketones.
作者信息
Patil Dilip V, Kim Hun Young, Oh Kyungsoo
机构信息
Center for Metareceptome Research, Graduate School of Pharmaceutical Sciences, Chung-Ang University, 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea.
出版信息
Org Lett. 2020 Apr 17;22(8):3018-3022. doi: 10.1021/acs.orglett.0c00788. Epub 2020 Mar 27.
The photoredox chloroacylation of alkenes has been developed as a substitute for the Friedel-Crafts acylation of alkenes to β-chloroketones. The direct generation of acyl radical species from acid chlorides under the photoredox conditions allows the formation of β-chloroketones without dehydrochlorination with the help of KHCO. 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.
烯烃的光氧化还原氯酰化反应已被开发出来，作为烯烃与β-氯代酮的傅克酰化反应的替代方法。在光氧化还原条件下，由酰氯直接生成酰基自由基物种，使得在没有KHCO帮助下脱氯化氢的情况下形成β-氯代酮。该方法的合成实用性在1 mmol规模的二氢异恶唑、二氢吡唑和二氢嘧啶-2-硫酮的一锅法合成中得到了证明。
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