A Platform for the Liebeskind–Srogl Coupling of Heteroaromatic Thioethers for Medicinal-Chemistry-Relevant Transformations

General and robust conditions for the Liebeskind–Srogl coupling were developed and used in functionalization of medicinal-chemistry-relevant heterocyclic substrates. Applicability in HTE and library synthesis, combined with its orthogonality to other cross-coupling reactions, make it highly attracti...

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Bibliographic Details
Published in:Organic letters Vol. 26; no. 14; pp. 2852 - 2856
Main Authors: Koolma, Victor, Staiger, Roman, Schühle, Martin, Bixenmann, Achim, Bauschatz, Elmar, Schmid, Matthias, Miloserdov, Fedor M., Herlé, Bart
Format: Journal Article
Language:English
Published: United States American Chemical Society 12-04-2024
Online Access:Get full text
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Summary:General and robust conditions for the Liebeskind–Srogl coupling were developed and used in functionalization of medicinal-chemistry-relevant heterocyclic substrates. Applicability in HTE and library synthesis, combined with its orthogonality to other cross-coupling reactions, make it highly attractive for discovery chemistry workflows. Additionally, the results suggest that the nature of the Cu­(I)-carboxylate plays a more prominent role in the reaction performance than the nature of Pd-catalysts, which is rather uncommon for Pd-catalysis and can be used in further optimization of Liebeskind–Srogl coupling.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c03873