ChemCatChem · 2020 · 19 citations · 77 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocyclic ChemistryOrganic SynthesisAmine FunctionalizationChemoselective CatalysisChemoselective CouplingChemoselective FunctionalizationChemoselective SynthesisDicarboxylic AcidsGreen Solvent SelectionMedicinal Chemistry Applications
Abstract 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 building N ‐substituted cyclic amines via iron 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 of N ‐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.
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Practical olefin hydroamination with nitroarenes
Jinghan Gui, Chung‐Mao Pan, Ying Jin et al. · Science · 2015 · 533 citations
Iron catalysed direct alkylation of amines with alcohols
Tao Yan, Ben L. Feringa, Katalin Barta · Nature Communications · 2014 · 417 citations · Full text