Photoredox Reaction of 2-Mercaptothiazolinium Salts with Silyl Enol Ethers
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.
Zemtsov, Artem A.,Ashirbaev, Salavat S.,Levin, Vitalij V.,Kokorekin, Vladimir A.,Korlyukov, Alexander A.,Dilman, Alexander D.
(2019/11/29)
Reaction of 2-thiazolidinethione with halohydrocarbon: Synthesis of novel N-alkylated 2-thiazolidinethione and S-alkylated thiazoline derivatives
Reaction of 2-thiazolidinethione with halohydrocarbon in ethanol gave a series of N-alkylated 2-thiazolidinethione and S-alkylated thiazoline derivatives in excellent yields. The reaction was carried out under mild conditions using NaOH as a base and it did not require protection from air.
Liu, Yufa,Liu, Junwei,Liu, Xiuming
experimental part
p. 275 - 278
(2011/06/10)
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