Redefining the Synthetic Logic of Medicinal Chemistry. Photoredox-Catalyzed Reactions as a General Tool for Aliphatic Core Functionalization

C­(sp3)-rich aliphatic motifs in drug molecules are strongly associated with clinical success. Historically, the availability of compound libraries based on C­(sp3)-rich cores has been limited due to the challenging direct functionalization of aliphatic rings. Instead, most small molecule drug-like...

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Published inOrganic letters Vol. 26; no. 14; pp. 2702 - 2707
Main Authors Fernández, David F., González-Esguevillas, María, Keess, Sebastian, Schäfer, Felix, Mohr, Jens, Shavnya, Andre, Knauber, Thomas, Blakemore, David C., MacMillan, David W. C.
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 12.04.2024
Amer Chemical Soc
Subjects
Catalysis
Chemistry
Chemistry, Organic
Chemistry, Pharmaceutical
Physical Sciences
Science & Technology
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Summary:C­(sp3)-rich aliphatic motifs in drug molecules are strongly associated with clinical success. Historically, the availability of compound libraries based on C­(sp3)-rich cores has been limited due to the challenging direct functionalization of aliphatic rings. Instead, most small molecule drug-like libraries are diversified around central aromatic rings. Herein, we present a general approach to the synthesis of diversified libraries featuring aliphatic core rings via photoredox catalysis under mild conditions.
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D.F.F. and M.G.-E. contributed equally to this work.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.3c00994