|Title:||Mild and Chemoselective Thioacylation of Amines Enabled by the Nucleophilic Activation of Elemental Sulfur|
Nanjo, Takeshi https://orcid.org/0000-0002-5679-6701 (unconfirmed)
Takemoto, Yoshiji https://orcid.org/0000-0003-1375-3821 (unconfirmed)
|Author's alias:||村上, 翔|
|Publisher:||American Chemical Society (ACS)|
|Journal title:||Journal of the American Chemical Society|
|Abstract:||A mild and chemoselective method for the thioacylation of amines using α-keto acids and elemental sulfur has been developed. The key to the success of this transformation is the nucleophilic activation of elemental sulfur by thiols such as 1-dodecanethiol. A variety of functional groups, including unprotected hydroxyl, carboxyl, amide, sulfide, and tertiary amine moieties, are tolerated under the applied reaction conditions. To demonstrate the advantages of this method compared with conventional O–S exchange reactions using Lawesson’s reagent or P2S5, thioamide moieties were introduced site-specifically into biologically active compounds.|
|Rights:||This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/jacs.0c03256.|
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This is not the published version. Please cite only the published version.
|Appears in Collections:||Journal Articles|
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