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Site-Selective Defluorinative sp<sup>3</sup> C–H Alkylation of Secondary Amides

Wen‐Jun Yue, Craig S. Day, Rubén Martı́n

2021Journal of the American Chemical Society183 citationsDOI

Abstract

A site-selective defluorinative sp3 C–H alkylation of secondary amides that rapidly and reliably incorporates gem-difluoroalkene motifs into previously unfunctionalized sp3 sites is disclosed. This protocol is distinguished by its mild conditions, wide scope, and exquisite site-selectivity, thus unlocking a new platform to introduce carbonyl isosteres at saturated hydrocarbon sites.

Topics & Concepts

ChemistryAlkylationSelectivityHydrocarbonOrganic chemistryCombinatorial chemistryCatalysisCatalytic C–H Functionalization MethodsFluorine in Organic ChemistryAdvanced Synthetic Organic Chemistry
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