Olga P. Pereshivko

Unprecedented Cu(I)-Catalyzed Microwave-Assisted Three-Component Coupling of a Ketone, an Alkyne, and a Primary Amine

An efficient, microwave-assisted Cu(I)-catalyzed one-pot coupling of a ketone, an alkyne, and a primary amine (KA(2) coupling) is described, giving access to secondary propargylamines.

Tetrasubstituted 2-Imidazolones via Ag(I)-Catalyzed Cycloisomerization of Propargylic Ureas

A one-pot protocol based on a Ag(I)-catalyzed cycloisomerization of propargylic ureas, derived from secondary propargylamines and isocyanates, was developed for the generation of the 2-imidazolone core.

Heck–Suzuki Tandem Reaction for the Synthesis of 3-Benzazepines

A novel procedure for the Heck-Suzuki tandem reaction suitable for the construction of nitrogen-containing medium rings was developed to provide access toward the 3-benzazepine framework.

Three-Component Reaction of a 2-Aminoazine, a 2-Oxoaldehyde, and a Cyclic 1,3-Dicarbonyl Compound for the Synthesis of Imidazo[1,2-a]azine Derivatives

A three-component reaction of a 2-aminoazine, a 2-oxoaldehyde, and a cyclic 1,3-dicarbonyl compound providing access toward a novel class of imidazo[1,2-a]azine derivatives was developed and studied. The scope of the process was thoroughly explored under three different reaction conditions resulting in the generation of a small library of title compounds and highlighting the possibility of case-specific approach.

Boron Complexes of Glyoxal‐Derived Ugi Adducts as a New Class of Aggregation‐Induced Emission Photoluminescent Materials

A series of O,O-chelated boron complexes was prepared through a four-component Ugi reaction followed by complexation of the resulting 1,3-dicarbonyl compounds with boron trifluoride diethyl etherate. The optical properties of these novel luminophores were investigated by UV/Vis spectroscopy and spectrofluorometry, revealing pronounced aggregation-induced emission (AIE) features.

Gold-Catalyzed Post-Ugi Ipso-Cyclization with Switchable Diastereoselectivity

A gold-catalyzed post-Ugi ipso-cyclization for the diastereoselective synthesis of spirocyclic pyrrol-2-one-dienone system is described. Tuning the catalytic system, solvent, and temperature allowed selectively attaining two sets of diastereoisomers. The scope of the process has been evaluated, and a putative mechanistic model was proposed.

Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones

A series of propargylamides containing an electron-rich benzene ring was prepared through the Ugi reaction of 3,5-dimethoxyaniline with various propiolic acids, aldehydes and isocyanides. Subjecting these adducts to a gold-catalyzed intramolecular alkyne hydroarylation process allowed to efficiently construct the 2-quinolone core bearing a branched substituent on the nitrogen atom.

Oxidative reaction of 2-aminopyridine-3-sulfonyl chlorides with tertiary amines

Abstract 2-Aminopyridine-3-sulfonyl chlorides undergo a reaction with tertiary amines in the presence of air to produce sulfonylethenamines. The 2-aminopyridine-3-sulfonyl chloride apparently plays a dual role in the process promoting the aerobic oxidation of the amine and electrophilically trapping the resulting enamine.