Journal of Organic Chemistry (2019)
Update date:2022-07-31
Topics:
Zemtsov, Artem A.
Ashirbaev, Salavat S.
Levin, Vitalij V.
Kokorekin, Vladimir A.
Korlyukov, Alexander A.
Dilman, Alexander D.
A method for the generation of free radicals from thiazolinium salts upon photocatalytic reduction is described. The thiazolinium salts are generated by treatment with methyl triflate of 2-mercaptothiazolines, which can be readily obtained from alkyl bromides and tosylates via a nucleophilic substitution reaction or by hydrothiolation of alkenes. Silyl enol ethers were used to trap the radicals, furnishing ketones after successive single-electron oxidation and elimination of the silyl cation.
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