Iron-catalyzed hydrosilylation of diacids in the presence of amines: a new route to cyclic amines - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue ChemCatChem Année : 2020

Iron-catalyzed hydrosilylation of diacids in the presence of amines: a new route to cyclic amines

Résumé

Cyclic amines (such as pyrrolidines, piperidines and azepanes) are present in a large class of natural products and bioactive molecules. Herein, we present a novel chemoselective strategy for buildingN-substituted cyclic aminesviairon catalyzed one-pot hydrosilylation starting from readily available dicarboxylic acids and amines, with hydrosilanes as the hydride sources. The described methodology allows the preparation of a wide range ofN-alkylated and arylated cyclic amine derivatives (including pharmaceuticals Fenpiprane and Prozapine) in moderate to excellent yields, starting from inexpensive succinic, glutaric, and adipic acids with dimethyl carbonate as a green solvent.

Domaines

Chimie Catalyse
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Dates et versions

hal-02957751 , version 1 (08-10-2020)

Identifiants

Citer

Duo Wei, Chakkrit Netkaew, J Wu, Christophe Darcel. Iron-catalyzed hydrosilylation of diacids in the presence of amines: a new route to cyclic amines. ChemCatChem, 2020, 12 (21), pp.5449-5455. ⟨10.1002/cctc.202000881⟩. ⟨hal-02957751⟩
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