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Polyfluoroalkanoic Acids as Fluoroalkylating Reagents: Strategy for Direct Access to R-Embedded Amides. | LitMetric

Polyfluoroalkanoic Acids as Fluoroalkylating Reagents: Strategy for Direct Access to R-Embedded Amides.

Org Lett

Laboratory of Catalysis and Organic Synthesis, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India.

Published: January 2025

Herein, we have reported the application of bench stable perfluoroalkanoic acids as fluoro-alkylating reagents in combination with DIB and primary amides for sequential one-pot transformation to R-embedded functionalized amides under metal-free conditions. The protocol is tolerant to a range of sensitive functional groups (>33 examples and up to 90% yield), and perfluoro acids. Preliminary mechanistic studies, control experiments, in situ F-NMR analyses, and the synthesis of intermediate species were performed to understand the reaction pathways.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c04418DOI Listing

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