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Accessing (Multi)Fluorinated Piperidines Using Heterogeneous Hydrogenation.

ABSTRACT: Fluorinated piperidines are desirable motifs for pharmaceutical and agrochemical research. Nevertheless, general synthetic access remains out of reach. Herein, we describe a simple and robust cis-selective hydrogenation of abundant and cheap fluoropyridines to yield a broad scope of (multi)fluorinated piperidines. This protocol enables the chemoselective reduction of fluoropyridines while tolerating other (hetero)aromatic systems using a commercially available heterogenous catalyst. Fluorinated derivatives of important drug compounds are prepared, and a straightforward strategy for the synthesis of enantioenriched fluorinated piperidines is disclosed.

SUBMITTER: Wagener T

PROVIDER: S-EPMC8040022 | biostudies-literature |

REPOSITORIES: biostudies-literature

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The formation of all-cis-(multi)fluorinated piperidines by a dearomatization-hydrogenation process.

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Preparation of Fluorinated Tetrahydropyrans and Piperidines using a New Nucleophilic Fluorination Reagent DMPU/HF.

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Heterogeneous Catalytic Hydrogenation of 3-Phenylpropionitrile over Palladium on Carbon.

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Heterogeneous Metal-Free Hydrogenation over Defect-Laden Hexagonal Boron Nitride.

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