Π–Π Stacking Complex Induces Three‐Component Coupling Reactions To Synthesize Functionalized Amines

Abstract

π-π stacking and ion-pairing interactions induced the generation of α-amino radicals under the irradiation of visible light without the requirement of an expensive photocatalyst. This strategy enabled the construction of functionalized amines via three-component coupling reactions with broad scope (we report > 50 examples with an up to 90 % yield). This synthetic pathway also delivered complex functionalized amines with a very high yield. Quantum chemistry Density Functional Theory (DFT) calculations identified π-π stacked ionic complexes; time-dependent DFT was employed to simulate the absorption spectra, and nudged elastic band (NEB) methodology provided a possible interaction/reaction picture of the selected species.

Sertraline has in vitro activity against both mature and forming biofilms of different Candida species

“…Our modelling suggests SER may bind to the ALS3 residues in the central domain, a tandemly repeated amino acid sequence [33], by attractive and non-covalent interactions involving the aromatic ring of the molecule, which are relatively weak but still play an important role in stabilization of binding and distance between ligand and residues of the receptor [34], reducing its affinity energy. Although these interactions are not considered very strong, the affinity energy found (less than −6.0 kcal mol –1 ) suggests that the binding between SER and ALS3 can be important for its early activity in inhibiting Candida spp.…”

Facile Access to Hindered Ethers via Photoinduced O-H Bond Insertions

“…34 N-tosylhydrazones have been recognized as significant alternatives to diazo compounds among various carbene precursors and are widely used in the organic synthesis because of their safety, availability, and structural diversity. [35][36][37][38] Concurrently, the photoinduced reactions [39][40][41][42][43][44][45] have offered attractive opportunities for activating and transforming the carbene precursors 37,38 , particularly Ntosylhydrazones, [46][47][48][49] which traditionally relied on the transition metal catalysis or thermal conditions. 50,51 Despite this progress, the O-H insertion into N-tosylhydrazones with the hindered or polyfluorinated alcohols remains challenging.…”