Issue 87, 2019

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

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

Article information

Article type
Feature Article
Submitted
25 Leq 2019
Accepted
05 Dit 2019
First published
07 Dit 2019

Chem. Commun., 2019,55, 13048-13065

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, 55, 13048 DOI: 10.1039/C9CC06609H

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