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Transition metal-catalyzed sp3 C–H activation and intramolecular C–N coupling to construct nitrogen heterocyclic scaffolds

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Abstract

Nitrogen heterocycles are of great medicinal importance, and the construction of nitrogen heterocyclic scaffolds has been one of the focuses in synthetic organic chemistry. Recently, the strategy of transition metal-catalyzed sp3 C–H activation and intramolecular C–N coupling to construct nitrogen heterocyclic scaffolds has been well developed. Palladium, copper, silver, nickel, cobalt, ruthenium and rhodium catalysis were successfully used for the construction of nitrogen heterocyclic scaffolds, aziridines, azetidines, pyrrolidines, pyrrolidine-2,5-diones, indolines, isoindolines, isoindolinones, tetrahydropyridines, oxazolidinones, oxazinanones, β-lactams, γ-lactams etc., which have been synthesized by the sp3 C–H activation strategy. Here, we summarize the progress of transition metal-catalyzed sp3 C–H activation/intramolecular C–N bond formation, and introduce both the reaction development and mechanisms in numerous synthetically useful intramolecular sp3 C–H catalytic aminations/amidations.

Graphical abstract: Transition metal-catalyzed sp3 C–H activation and intramolecular C–N coupling to construct nitrogen heterocyclic scaffolds

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Publication details

The article was received on 25 Aug 2019, accepted on 05 Oct 2019 and first published on 07 Oct 2019


Article type: Feature Article
DOI: 10.1039/C9CC06609H
Chem. Commun., 2019, Advance Article

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    Transition metal-catalyzed sp3 C–H activation and intramolecular C–N coupling to construct nitrogen heterocyclic scaffolds

    M. Zhang, Q. Wang, Y. Peng, Z. Chen, C. Wan, J. Chen, Y. Zhao, R. Zhang and A. Q. Zhang, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC06609H

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