Multiheterocyclic Motifs via Three-Component Reactions of Benzynes, Cyclic Amines, and Protic Nucleophiles

Umpolung synthesis of branched α-functionalized amines from imines via photocatalytic three-component reductive coupling reactions.

A three component reductive coupling reaction of a (hetero)aromatic amine, a (hetero)aromatic aldehyde and an electron deficient olefin catalysed by eosin Y under green LED light irradiation, for the direct generation of γ-amino acid derivatives, is described. This new umpolung synthesis of amines, which exploits the high nucleophilicity of a putative α-amino radical intermediate, generated via...

Palladium(II)-catalyzed stereospecific three-component domino reactions of diyne-enones, nucleophiles, and vinyl ketones.

Synthesis of novel IP agonists via N-aminoethyl cyclic amines prepared by decarboxylative ring-opening reactions.

An efficient synthesis of a highly potent and selective IP (PGI(2) receptor) agonist that is not structurally analogous to PGI(2) is described. This synthesis is accomplished through the following key steps: Nucleophilic ring-opening of 3-(4-chlorophenyl)-oxazolidin-2-one prepared by a one-pot procedure with 4-piperidinol and selective O-alkylation of 1-(2-(4-chlorophenylamino)ethyl)piperidin-4...

Application of Water for Synthesis of Cyclopentadienes via Multi-component Reactions of N-methyl imidazole

A water-accelerated multi-component synthesis of organic target molecules was used as a key method for the preparation of cyclopentadiene derivatives. The three-component condensation reactions of primary amines with alkyl propiolates in the presence of N-methylimidazole in water at room temperature were developed as efficient and clean green synthetic procedures for the high-yielding preparati...

An Efficient Synthesis of Benzylamino Coumarin Derivatives via Three-component Coupling of 4-hydroxycoumarin, Aromatic Aldehyde and Cyclic Secondary Amine Catalyzed by CuO Nanoparticles

A green and efficient one-pot synthesis of benzylamino coumarin derivatives was conducted by a three-component condensation of 4-hydroxycoumarin, cyclic secondary amine, and aromatic aldehyde in the presence of CuO nanoparticles (NPs) as a heterogeneous catalyst in water at room temperature.