A new protocol for preparing thioesters from the corresponding methyl esters was developed using PrMgCl and odorless 1-dodecanthiol, CHSH, under mild reaction conditions, during which in situ-generated CHSMgCl selectively reacted with the carbonyl group of esters. A variety of aromatic and aliphatic esters were readily converted in up to 99% yield with excellent functional group tolerance. Furthermore, based on the quantitative formation of the thioesters, we successfully applied our method to a one-pot synthesis of ketones and aldehydes from esters.
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| http://dx.doi.org/10.1021/acsomega.4c10622 | DOI Listing |
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