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Photoredox Reaction of 2-Mercaptothiazolinium Salts with Silyl Enol Ethers.

Artem A ZemtsovSalavat S AshirbaevVitalij V LevinVladimir A KokorekinAlexander A KorlyukovAlexander D Dilman
Published in: The Journal of organic chemistry (2019)
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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