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Abstract
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This article presents a straightforward and efficient method
for the synthesis of thioethers from the reaction of aldehydes
or carboxylic acids with thiols, utilizing sodium thiosulfate as
a catalyst and N,N-dimethylformamide (DMF) as a solvent.
The coupling reactions, facilitated by sodium thiosulfate, lead
to the formation of thioethers through the generation of
stable thiyl radicals. These metal-free processes are highly
valuable for constructing C–S bonds from readily available
coupling partners. Various aldehydes and carboxylic acids,
including 2-phenylpropionaldehyde, 2-phenylpropanoic acid,
phenylacetic acid, 1-naphthaleneacetic acid and 2-furanacetic
acid, were successfully employed as coupling partners.
Notably, this method was also applied to structurally complex
bioactive molecules, including the anti-inflammatory drugs
indomethacin and ibuprofen, which contain a carboxylic acid
group, successfully affording the corresponding thioethers
in acceptable yields. The results demonstrate that sodium
thiosulfate is an effective and practical catalyst for these
transformations, offering a mild and environmentally benign
strategy for C–S bond formation with broad substrate scope.
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