Accessing (Multi)Fluorinated Piperidines Using Heterogeneous Hydrogenation

Citation:

Tobias Wagener, Arne Heusler, Zackaria Nairoukh, Klaus Bergander, Constantin G. Daniliuc, and Frank Glorius. 2020. “Accessing (Multi)Fluorinated Piperidines Using Heterogeneous Hydrogenation.” ACS Catal. 2020, 10, 12052 – 12057. Publisher's Version

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.

Notes:

doi: 10.1021/acscatal.0c03278
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Last updated on 05/19/2021