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

David F. Fernández, María González‐Esguevillas, Sebastian Keeß, Felix Schäfer, Jens Mohr, Andre Shavnya, Thomas Knauber, David C. Blakemore, David W. C. MacMillan

2023Organic Letters40 citationsDOIOpen Access PDF

Abstract

C(sp 3 )-rich aliphatic motifs in drug molecules are strongly associated with clinical success. Historically, the availability of compound libraries based on C(sp 3 )-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.

Topics & Concepts

ChemistrySurface modificationPhotoredox catalysisCore (optical fiber)Combinatorial chemistryCatalysisOrganic chemistryPhotocatalysisComputer scienceTelecommunicationsPhysical chemistryRadical Photochemical ReactionsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques
Redefining the Synthetic Logic of Medicinal Chemistry. Photoredox-Catalyzed Reactions as a General Tool for Aliphatic Core Functionalization | Litcius