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

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posted on 27.03.2020, 13:06 by Dilip V. Patil, Hun Young Kim, Kyungsoo Oh
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 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.