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Article Abstract
We have developed a novel recyclable coupling reagent, 3-[1,2,3]triazolo[4,5-]pyridin-3-yl 5-chlorothiophene-2-sulfonate (CTSOAt), in a faster and straightforward way. The reagent activates carboxylic acids by forming acyl-OAt intermediates, facilitating the synthesis of amides, esters, and peptides with good yields and excellent chirality retention. The reagent also offers the formation of ketones from carboxylic acids through Pd-catalyzed cross-coupling reactions. Enormous substrate scope, good yields, elimination of unwanted side reactions, significant suppression of racemization/epimerization, and compatibility with solid-phase peptide synthesis protocol make it highly advantageous for synthetic chemists.
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| http://dx.doi.org/10.1021/acs.joc.5c00736 | DOI Listing |
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