Recent Progress in Non‐Catalytic C–H Functionalization of Heterocyclic N‐Oxides

Abstract

Considerable attention holds on the chemistry and application of heterocyclic N-oxides due to their advantages as building-blocks in organic synthesis and importance in biomedical research. On the other hand, in recent years the development of selective methods for constructing C

Synthesis of Quinoline-2-thiones by Selective Deoxygenative C–H/C–S Functionalization of Quinoline N-Oxides with Thiourea

“…Deoxygenative C–H-functionalization of N -oxides of azines with various nucleophilic reagents under appropriate activation conditions represents a powerful platform for the preparation of diversely substituted azines . As an alternative to the S N Ar and transition metal-catalyzed reactions of halo-substituted azines, the N -oxide-based strategy provides streamlined access to valuable scaffolds for pharmaceutical and agrochemical applications.…”

Novel spiroheterocycles containing a 1,3,4-thiadiazole unit: Synthesis and spectroscopic characterization

“…However, electrophilic attack on an azine ring can occur in the presence of electron-donating substituents. 13 Therefore, 1,3,4-thiadiazole derivatives have the ability to interfere with processes associated with DNA replication. As a result, they can inhibit the replication of both bacterial and cancer cells.…”

Azine-N-oxides as effective controlling groups for Rh-catalysed intermolecular alkyne hydroacylation

“…Previous literature accounts have reported various conditions that permit this deoxygenation in tandem with a non-catalytic C–H functionalization at the 6-position of the pyridine ring. 22 Inspired by this work, we performed a deoxyamination reaction on enone 2b to form 6-aminopyridylic enone 5 in a respectable 56% yield. Accessing the free 2-pyridyl enone directly from the starting N-oxide aldehyde, via an in situ reduction, was also achieved through a one-pot hydroacylation/deoxygenation sequence ( Scheme 4 ).…”